Category: 939412-86-9

Electric Literature of 939412-86-9, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 939412-86-9 name is (3-Chloropyrazin-2-yl)methanamine hydrochloride, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

To a solution of (3R,8aR)-6-oxohexahydro-lH-pyrrolo[2,l-c][l,4]oxazine-3- carboxylic acid (600 mg, 3.24 mmoL ) in DCM ( 20 mL) was added isobutyl carbonochloridate (531 mg, 3.56 mmol) and TEA (0.53 mL, 3.78 mmol), the mixture was stirred at 0C for 1 hour, then (3-chloropyrazin-2-yl)methanamine hydrochloride (641 mg, 3.56 mmol) and TEA (1.1 mL, 7.56 mmol) was added at 0C. The mixture was stirred at 25C for 3 hours. To the mixture was added water (20 mL) and DCM (50 mL), the mixture was then separated and the aqueous layer was extracted with DCM (50 mL x 3), the combined organic layers were washed with brine (20 mL), dried over sodium sulfate, filtered and concentrated to afford the crude product, which was purified on silica gel column chromatograph (MeOH / DCM =0 ~ 10%) to give (3R,8aR)-N-((3- chloropyrazin-2-yl)methyl)-6-oxohexahydro- 1 H-pyrrolo [2, 1 -c] [ 1 ,4]oxazine-3 – carboxamide (300 mg, yield 29.8%) as a sheer oil. 1H NMR (400MHz, CHLOROFORM-d) d = 8.50 (d, J=2.5 Hz, 1H), 8.36 (d, J=2.0 Hz, 1H), 7.78 (br. s., 1H), 4.74 (d, J=5.0 Hz, 2H), 4.52 (dd, J=3.1 , 13.4 Hz, 1H), 4.23 (dd, J=3.8, 1 1.3 Hz, 1H), 3.97 (dd, J=3.0, 1 1.0 Hz, 1H), 3.75 (dtd, J=4.0, 7.3, 10.8 Hz, 1H), 3.30 (t, J=1 1.0 Hz, 1H), 2.86 (t, J=12.3 Hz, 1H), 2.60 – 2.43 (m, 2H), 2.29 – 2.13 (m, 1H), 1.70 – 1.54 (m, 1H)

At the same time, in my other blogs, there are other synthetic methods of this type of compound, (3-Chloropyrazin-2-yl)methanamine hydrochloride, and friends who are interested can also refer to it.

Reference:
Patent; MERCK SHARP & DOHME CORP.; WU, Hao; KIM, Ronald M.; LIU, Jian; GAO, Xiaolei; BOGA, Sobhana Babu; GUIADEEN, Deodialsingh; KOZLOWSKI, Joseph; YU, Wensheng; ANAND, Rajan; YU, Younong; SELYUTIN, Oleg B.; GAO, Ying-Duo; LIU, Shilan; YANG, Chundao; WANG, Hongjian; WO2014/114185; (2014); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Application of 939412-86-9, These common heterocyclic compound, 939412-86-9, name is (3-Chloropyrazin-2-yl)methanamine hydrochloride, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

To a solution of l-oxooctahydropyrido[l,2-c][l,3]oxazine-7-carboxylic acid (3.13 g, 15.7 mmol) in THF (100 mL) was added (3-chloropyrazin-2-yl)methanamine hydrochloride (2.8 g, 15.7 mmol), TEA (4.8 g, 47.2 mmol) and HATU (6 g, 15.7 mmol). The mixture was stirred at room temperature for 2 h. The reaction was complete detected by LCMS. The reaction mixture was treated with DCM and water, the organic layer was dried and concentrated. The residue was purified by column chromatography on silica gel eluted with DCM/THF = 5/1 to give N-((3-chloropyrazin-2-yl)methyl)-l- oxooctahydropyrido[l,2-c][l,3]oxazine-7-carboxamide (4.7 g, 92%).1H- NMR(CDC13,400 MHz) delta 1.40 – 1.49 (m, 1 H), 1.71 – 1.92 (m, 3 H), 2.04 – 2.26 (m, 2 H), 2.43 – 2.57 (m, 1 H), 2.81 – 2.97 (m, 1 H), 3.31 – 3.42 (m, 1 H), 4.13 – 4.27 (m, 2 H), 4.46 – 4.56 (m, 1 H), 4.64 (d, /= 4.70 Hz, 2 H), 8.29 (d, /= 2.35 Hz, 1 H), 8.44 (d, /= 2.35 Hz, 1 H).

The synthetic route of 939412-86-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; MERCK SHARP & DOHME CORP.; WU, Hao; KIM, Ronald M.; LIU, Jian; GAO, Xiaolei; BOGA, Sobhana Babu; GUIADEEN, Deodialsingh; KOZLOWSKI, Joseph; YU, Wensheng; ANAND, Rajan; YU, Younong; SELYUTIN, Oleg B.; GAO, Ying-Duo; LIU, Shilan; YANG, Chundao; WANG, Hongjian; WO2014/114185; (2014); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Adding a certain compound to certain chemical reactions, such as: 939412-86-9, name is (3-Chloropyrazin-2-yl)methanamine hydrochloride, belongs to pyrazines compound, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 939412-86-9, Recommanded Product: 939412-86-9

Step 2: (0988) Preparation of N-((3-chloropyrazin-2-yl)methyl)formamide: (0989) [00368] To a stirred solution (3-chloropyrazin-2-yl)methanamine hydrochloride (0.5 g, 2.77 mmol) in dichloromethane (20 mL) and N,N-dimethyl formamide (4 mL) were added N,N-diisopropylethylamine (0.72 mL, 4.16 mmol), 1-Ethyl-3-(3- dimethylaminopropyl)carbodiimide (0.79 g, 4.16 mmol), 1-hydroxybenzotriazole (0.37 g, 2.77 mmol) , formic acid (0.135 mL, 3.60 mmol) and the reaction mixture was stirred at room temperature for 18 h. After completion of the reaction, the reaction mixture was quenched with water (50 mL) and extracted with dichloromethane (3 x 80 mL). The combined organic layer was washed with brine (40 mL), dried over anhydrous sodium sulfate and evaporated to get the crude product. The crude product was purified by silica gel column chromatography using 2% methanol in dichloromethane to afford the title compound N-((3-chloropyrazin-2- yl)methyl)formamide (0.21 g, 44% yield) as a yellow solid. Calculated (M+H): 172.0; Found (M+H): 172.1

At the same time, in my other blogs, there are other synthetic methods of this type of compound, (3-Chloropyrazin-2-yl)methanamine hydrochloride, and friends who are interested can also refer to it.

Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 939412-86-9, name is (3-Chloropyrazin-2-yl)methanamine hydrochloride, This compound has unique chemical properties. The synthetic route is as follows., COA of Formula: C5H7Cl2N3

(c) (6R,8aS)-N-((3-chloropyrazin-2-yl)methyl)-3-oxo-1-vinylhexahydro-1H-oxazolo[3,4-a]pyridine-6-carboxamide To a solution of (6R,8aS)-3-oxo-1-vinylhexahydro-1H-oxazolo[3,4-a]pyridine-6-carboxylic acid (60 mg, 0.28 mmol) in DCM (5 mL) was added (COCl)2 (54.1 mg, 0.43 mmol) at 0 C. and stirred at 20 C. for 1 h under N2 atmosphere. The mixture was concentrated in vacuo to give the residue, which was dissolved in THF (2 mL) and followed by (3-chloropyrazin-2-yl)methanamine hydrochloride (76.7 mg, 0.43 mmol) and Et3N (86.2 mg, 0.85 mmol). The mixture was stirred at 20 C. for 5 h. TLC (PE: THF=1:1) showed the starting materials was consumed completely. Then the reaction mixture was poured into water (10 mL), extracted with EA (10 mL*2). The organic layer was concentrated in vacuo and purified with pre-TLC to afford (6R,8aS)-N-((3-chloropyrazin-2-yl)methyl)-3-oxo-1-vinylhexahydro-1H-oxazolo[3,4-a]pyridine-6-carboxamide (30 mg, yield 31.4%) as a white solid. 1HNMR (400 MHz, Methanol-d4): delta=8.53 (dd, J=1.0, 2.5 Hz, 1H), 8.34 (d, J=2.0 Hz, 1H), 6.04-5.88 (m, 1H), 5.50-5.31 (m, 2H), 4.65-4.57 (m, 3H), 3.98-3.89 (m, 1H), 3.83 (ddd, J=3.4, 8.2, 11.8 Hz, 1H), 3.50-3.42 (m, 1H), 2.58-2.42 (m, 1H), 2.10 (dd, J=2.5, 12.8 Hz, 1H), 2.03-1.95 (m, 1H), 1.77-1.63 (m, 2H), 1.53-1.38 (m, 111).

According to the analysis of related databases, 939412-86-9, the application of this compound in the production field has become more and more popular.

Adding a certain compound to certain chemical reactions, such as: 939412-86-9, name is (3-Chloropyrazin-2-yl)methanamine hydrochloride, belongs to pyrazines compound, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 939412-86-9, Computed Properties of C5H7Cl2N3

3-Oxo-cyclobutanecarboxylic acid (3-chloro-pyrazin-2-ylmethyl)-amide: 3-Oxo-cyclobutanecarboxylic acid 2,5-dioxo-pyrrolidin-1-yl ester (284 mg, 1.35 mmol), C-(3-chloro-pyrazin-2-yl)-methylamine hydrochloride salt (243 mg, 1.35 mmol), and NaHCO3 (298 mg, 3.55 mmol) were dissolved in THF (2.0 mL) and water (2.0 mL) and the reaction was stirred at rt. After 30 min, the layers were allowed to separate and the aqueous layer was removed. The aqueous layer was back extracted with EtOAc. The organics were dried over MgSO4, filtered, and concentrated in vacuo to provide the title compound as a waxy pale yellow solid. 1H NMR (400 MHz, DMSO-d6) delta 3.10-3.27 (m, 5H), 4.56 (d, 2H, J=5.6 Hz), 8.44 (d, 1H, J=3.2 Hz), 8.63 (d, 1H, J=2.4 Hz), 8.73 (t, 1H, J=5.2 Hz).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, (3-Chloropyrazin-2-yl)methanamine hydrochloride, and friends who are interested can also refer to it.

Related Products of 939412-86-9, The chemical industry reduces the impact on the environment during synthesis 939412-86-9, name is (3-Chloropyrazin-2-yl)methanamine hydrochloride, I believe this compound will play a more active role in future production and life.

To a stirred suspension of (3-chloropyrazin-2-yl)methanamine hydrochloride (0092) (500 mg, 2.78mmol) in ethyl acetate (10 mL) was added acetic anhydride (315 pL, 3.33 mmol) dropwise, followed by triethylamine (1.16 mL, 8.34 mmol). The mixture was stirred at room temperature for 1 h, and the solvent was removed under reduced pressure. The obtained residue was dissolved in methylene chloride (150 mL) and washed with saturated NaHC03 (2 c 25 mL). The organic phase was evaporated under reduced pressure and was further dried under high vacuum to give the title compound as a beige solid (376 mg, 72.9% yield), which was directly used for the next reaction without further purification. MS (ESI) m/z 186.0507 [M + H]+. 1H NMR (500 MHz, Chloroform-d) d 8.5 (d, J = 2.51 Hz, 1H), 8.3 (d, J = 2.55 Hz, 1H), 4.7 – 4.7 (m, 2H), 2.1 (s, 3H)).

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, (3-Chloropyrazin-2-yl)methanamine hydrochloride, other downstream synthetic routes, hurry up and to see.

Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 939412-86-9, name is (3-Chloropyrazin-2-yl)methanamine hydrochloride, A new synthetic method of this compound is introduced below., COA of Formula: C5H7Cl2N3

To a solution of (3-chloropyrazin-2-yl)methanamine hydrochloride 22 1 a (3.1 g, 21.7 mmol), 23 2-(1H-benzotriazole-1-yl)-1,1,3,3-tetramethyluronium tetrafluoroborate (7.1 g, 22 mmol) and 24 N,N-diisopropylethylamine (9.3 g, 72 mmol) in 25 dichloromethane (100 mL) at room temperature, 26 (S)-1-((benzyloxy)carbonyl)pyrrolidine-3-carboxylic acid (4.5 g, 18 mmol) was added in several batches. The resulting mixture was stirred at room temperature for 16 h. The reaction was quenched with 27 water (30 mL) and the organic phase was separated. The aqueous phase was extracted with dichloromethane (50 mL¡Á2), the combined organic phase was washed with saturated brine (50 mL¡Á2), dried over anhydrous sodium sulfate and filtered. The filtrate was concentrated under vacuum and the residue was purified by flash column chromatography (dichloromethane/methanol 20:1) to provide 28 benzyl-(S)-3-(((3-chloropyrazin-2-yl)methyl)carbamoyl) pyrrolidine-1-carboxylate 1b(4.85 g, 13.0 mmol, yellow oil). Yield: 72%1H NMR (400 MHz, CDCl3) delta8.43 (d, J=2.4 Hz, 1H), 8.34 (d, J=2.4 Hz, 1H), 7.37-7.26 (m, 5H), 6.92-6.85 (bs, 1H), 5.14 (s, 2H), 4.71 (d, J=4.4 Hz, 2H), 3.88-3.51 (m, 3H), 3.22-3.05 (m, 2H), 2.31-2.07 (m, 2H).

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Reference:
Patent; GUANGZHOU INNOCARE PHARMA TECH CO., LTD.; KONG, Norman Xianglong; ZHOU, Chao; CHEN, Xiangyang; US2019/177333; (2019); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Electric Literature of 939412-86-9, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 939412-86-9, name is (3-Chloropyrazin-2-yl)methanamine hydrochloride belongs to pyrazines compound, it is a common compound, a new synthetic route is introduced below.

Intermediate 17&18. Step 3: (6R.8aS)-N-((3-chloropyrazin-2-yl)methyl)-l-methyl-3-oxohexahydro-lH-oxazolor3.4- alpyridine-6-carboxamide To a solution of (6R,8aS)-l-methyl-3-oxohexahydro-lH-oxazolo[3,4-a]pyridine-6-carboxylic acid (600 mg, 3.02 mmol) in dry DCM (12 mL) at 5 C, Oxalyl dichloride (1.15 g, 9.04 mmol) was added drop wise and DMF (3 drops) was added. The reaction mixture was stirred at 30 C for 2 h. The reaction mixture was concentrated in vacuo to give crude acyl chloride. The solution of crude acyl chloride in DCM (3 ml) was added to a solution of (3-chloropyrazin-2- yl)methanamine hydrochloride (594 mg, 3.32 mmol), TEA (640 mg, 6.04 mmol) in DCM (10 ml), and then the reaction mixture was stirred at 30 C for 12h. The reaction was dulited with DCM (20 mL) and H20 (20 mL), the organic layer was washed with brine (20 mL), dried over Na2SC>4, The crude product was purified by column chromatography on silica gel eluted with PE/THF (100 %-40 %) to give (6R,8aS)-N-((3-chloropyrazin-2-yl)methyl)-l-methyl-3- oxohexahydro-lH-oxazolo[3,4-a]pyridine-6-carboxamide. l NMR (400MHz, CD3OD) delta = 8.55 (d, J=2.5 Hz, 1H), 8.36 (d, J=2.5 Hz, 1H), 4.77 (quin, J=6.8 Hz, 1H), 4.65 (s, 2H), 4.30 (quin, J=6.2 Hz, 1H), 3.98 – 3.90 (m, 1H), 3.78 – 3.70 (m, 1H), 3.12 – 3.00 (m, 1H), 2.51 (ttd, J=4.1, 12.1, 16.0 Hz, 1H), 2.19 – 2.07 (m, 1H), 2.00 (dd, J=3.5, 13.1 Hz, 1H), 1.81 – 1.66 (m, 2H), 1.55 – 1.39 (m, 3H), 1.35 (d, J=6.5 Hz, 2H) ppm.

The synthetic route of (3-Chloropyrazin-2-yl)methanamine hydrochloride has been constantly updated, and we look forward to future research findings.

Synthetic Route of 939412-86-9,Some common heterocyclic compound, 939412-86-9, name is (3-Chloropyrazin-2-yl)methanamine hydrochloride, molecular formula is C5H7Cl2N3, traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

To trichloromethyl chloroformate (4.19 mmol, 0.505 ml) in ethyl acetate (5 ml) at 0 C was added dropwise 1 ,4-dioxa-8-azaspiro[4.5]decane (6.98 mmol, 0.895 ml) in ethyl acetate (5ml) and N,N- diisopropylethylamine (6.98 mmol, 1.217 ml). After one hour the mixture was concentrated, the residue was dissolved in dichloromethane (25 ml) and 2-aminomethyl-3-chloropyrazine hydrochloride (content 60%; 10.00 mmol, 3 g) and triethylamine (27.9 mmol, 3.89 ml) were added. After stirring for 16 hours at room temperature the reaction mixture was diluted with water, filtered over decalite, washed with water, filtered over a phase separation filter and concentrated in vacuo. The crude product was dissolved in dichloromethane containing 1 % triethylamine and purification by column chromatography (silica gel; dichloromethane containing 1 % triethylamine) gave N-((3-chloropyrazin-2-yl)methyl)-1 ,4-dioxa-8- azaspiro[4.5]decane-8-carboxamide (1.5 g).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route (3-Chloropyrazin-2-yl)methanamine hydrochloride, its application will become more common.

These common heterocyclic compound, 939412-86-9, name is (3-Chloropyrazin-2-yl)methanamine hydrochloride, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route. COA of Formula: C5H7Cl2N3

To a solution of trans-2-methyl-l -oxooctahydro- 1 H-pyrido [1, 2-c]pyrimidine-7- carboxylic acid (1.6 mmol) in DCM (20 mL) was added (3-chloropyrazin-2-yl) methanamine hydrochloride (356 mg, 2.0 mmol), EDC (477 mg, 2.5 mmol), HOBT (336 mg, 2.5 mmol) and TEA (670 mg, 6.6 mmol), and the resulting mixture was stirred at 50 C overnight. The volatiles were evaporated and the residue was purified by column chromatography on silica gel eluted with DCM/THF = 3/1 to give trans-N-((3- chloropyrazin-2-yl)methyl)-2 -methyl- 1 -oxooctahydro- 1 H- pyrido [ 1 ,2-c]pyramidine-7- carboxamide (90 mg, four steps: 17%).1H NMR (CDC13, 400 MHz) delta 1.24 – 1.34 (m, 1 H), 1.67 – 1.76 (m, 3 H), 1.92 – 2.08 (m, 3 H), 2.29 – 2.38 (m, 1 H), 2.64 (t, / = 12.0 Hz, 1 H), 2.87 (s, 3 H), 3.12 – 3.21 (m, 3 H), 4.59 – 4.69 (m, 3 H), 6.89 – 7.01 (m, 1 H), 8.24 (d, / = 4.0 Hz, 1 H), 8.37 (d, / = 4.0 Hz, 1 H).

The synthetic route of (3-Chloropyrazin-2-yl)methanamine hydrochloride has been constantly updated, and we look forward to future research findings.