Category: 33332-25-1

In the chemical reaction process, reaction time, type of solvent, can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product. An updated downstream synthesis route of 33332-25-1 as follows. name: Methyl 5-chloropyrazine-2-carboxylate

To a solution of methyl-5-chloropyrazine-2-carboxylate (120 mg, 0.70 mmol) in a mixture of acetonitrile (2 ml) and DMF (1 ml) was added lithium chloride (295 mg, 6.95 mmol). The suspension was heated to 1600C for 5 mins in a Smith creator microwave after which time the reaction was diluted with water (10 ml). Saturated sodium bicarbonate solution (20 ml) was added and the aqueous layered extracted twice with ethyl acetate (30 ml). The combined organics were discarded and the aqueous layer adjusted to pH 4 with IN hydrochloric acid. The aqueous phase was extracted twice with ethyl acetate (20 ml) and the combined organics washed with water (2 x 20 mlL), brine (10 ml) and dried (MgSO4). The volatiles were removed to give the title compound as a colourless solid (68 mg), 1H NMR delta (CDCl3): 7.20 (IH, br s), 8.72 (IH, s), 9.21 – 9.21 (IH, m); m/z 157 (M-H)+.

According to the analysis of related databases, 33332-25-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; WO2006/125958; (2006); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Related Products of 33332-25-1, The chemical industry reduces the impact on the environment during synthesis 33332-25-1, name is Methyl 5-chloropyrazine-2-carboxylate, I believe this compound will play a more active role in future production and life.

Intermediate 57A mixture of methyl 5-chloropyrazine-2-carboxylate (0.75 g), K2CO3 (1 .8 g) and 1 H- 1 ,2,4-triazole (1 .2 g) in N,N-dimethylformamide (6 mL) is heated to 100 C overnight. Analysis of the crude mixture by LCMS shows saponified product. The product is acidified with 1 N HCI and the precipitate is filtered and washed with water and diethyl ether to afford the title compound. LC (method 20): tR = 1 .06 min; Mass spectrum (APCI): m/z = 192 [M+H]+.

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, Methyl 5-chloropyrazine-2-carboxylate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; NEUROCRINE BIOSCIENCES, INC.; HECKEL, Armin; HIMMELSBACH, Frank; LANGKOPF, Elke; NOSSE, Bernd; ASHWEEK, Neil, J.; HARRIOTT, Nicole; WO2012/168315; (2012); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Some common heterocyclic compound, 33332-25-1, name is Methyl 5-chloropyrazine-2-carboxylate, molecular formula is C6H5ClN2O2, 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. Recommanded Product: Methyl 5-chloropyrazine-2-carboxylate

Example 190C methyl 5-ethenylpyrazine-2-carboxylate (1430) A solution of methyl 5-chloropyrazine-2-carboxylate (3 g, 17.38 mmol), potassium vinyltrifluoroborate (5.12 g, 38.2 mmol) and 1,1?-bis(diphenylphosphino)ferrocenedichloro palladium(II) dichloromethane complex (1.272 g, 1.738 mmol) in isopropyl alcohol (45 mL, anhydrous) was treated with triethylamine (4.85 mL, 34.8 mmol) and the atmosphere was vacuum purged with N2 a few times. The mixture was heated at 80 C. under N2 for 2 hours and cooled. The mixture was partitoned between saturated aqueous NaHCO3 solution (50 mL) and ethyl acetate (150 mL). The layers were separated and the aqueous layer was extracted with ethyl acetate (2×50 mL). The combined ethyl acetate layers were washed with brine, dried (MgSO4), filtered, and concentrated. The residue was chromatographed on silica gel eluting with a gradient of 25 to 100% ethyl acetate in heptanes to provide the title compound (2.28 g, 13.89 mmol, 80% yield)1H NMR (400 MHz, CDCl3) delta 9.23 (d, J=1.0 Hz, 1H), 8.67 (d, J=1.1 Hz, 1H), 6.89 (dd, J=17.4, 10.8 Hz, 1H), 6.51 (d, J=17.4 Hz, 1H), 5.78 (d, J=10.9 Hz, 1H), 4.03 (s, 3H); LC/MS (ESI+) m/z 165 (M+H)+.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 33332-25-1, its application will become more common.

Reference:
Patent; AbbVie S.a.r.l.; Galapagos NV; Altenbach, Robert J.; Bogdan, Andrew; Cowart, Marlon D.; Esmieu, William Ramesh; Gfesser, Gregory A.; Greszler, Stephen N.; Koenig, John R.; Kym, Philip R.; Liu, Bo; Malagu, Karine Fabienne; Patel, Sachin V.; Scanio, Marc J.; Searle, Xenia B.; Voight, Eric; Wang, Xeuqing; Yeung, Ming C.; (202 pag.)US2017/15675; (2017); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Electric Literature of 33332-25-1, 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. 33332-25-1, name is Methyl 5-chloropyrazine-2-carboxylate belongs to pyrazines compound, it is a common compound, a new synthetic route is introduced below.

1.4.1 Intermediate 12(S)-Methyl 5-(3-methoxypyrrolidin- l -yl)pyrazine-2-carboxylate To a solution of methyl 5-chloropyrazine-2-carboxylate ( 1 g, 5.8 mmol) in dry acetonitriie (7.2 mL) was added (S)-3-methoxypyrrolidine hydrochloride ( 1 g, 7.5 mmol) and diisopropylethylamine (3 mL, 17.4 mmol). The reaction vial was sealed and heated under microwave conditions at 140 C for 30 minutes. The reaction mixture was partitioned between EtOAc (50 mL) and sodium carbonate (sat soln.) (50 mL). The organics were further extracted with EtOAc (50 mL). The combined organics were washed with water (2 x 50 mL), brine (50 mL), dried over MgS04, filtered and concentrated to give a pale brown oil which crystallised. The crude solid was purified using chromatography on silica using 0- 10% methanol in EtOAc to give (S)-methyl 5-(3-methoxypyrrolidin-l-yl)pyrazine-2-carboxylate (l .lg, 75%). NMR (400 MHz, DMSO-d6) delta 8.66 (s, 1H), 8.05 (s, 1H), 4.06 – 4.18 (m, 1H), 3.81 (s, 3H), 3.55 – 3.73 (m, 3H), 3.43 – 3.54 (m, 1H), 3.28 (s, 3H), 1.98 – 2.20 (m, 2H). MS ES+ 238

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, Methyl 5-chloropyrazine-2-carboxylate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; TAKEDA PHARMACEUTICAL COMPANY LIMITED; POONI, Parminder, Kaur; MERCHANT, Kevin, John; MAINE, Stephanie, Anne; FIELDHOUSE, Charlotte; SHOWELL, Graham, Andrew; WO2011/83315; (2011); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Electric Literature of 33332-25-1, 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. 33332-25-1, name is Methyl 5-chloropyrazine-2-carboxylate, This compound has unique chemical properties. The synthetic route is as follows.

Description 22 1,1-Dimethylethyl 7-((5-[(methyloxy)carbonyl]-2-pyrazinyl}oxy)-1,2,4,5-tetrahydro-3H- 3-benzazepine-3-carboxylate (D22); Sodium hydride (800 mg of 60% dispersion; 20 mmol) was added to a solution of 1,1- dimethylethyl 7-hydroxy-1,2,4,5-tetrahydro-3H-3-benzazepine-3-carboxylate (5 g; 19 mmol; obtainable by the process described in Description 3 from WO 02/40471) in dry dimethylformamide (40 ml) and the reaction stirred at room temperature for 45 minutes. Methyl 5-chloro-2-pyrazinecarboxylate (3.9 g; 22.8 mmol) was added and the mixture stirred at room temperature for 18 hours. The mixture was poured into water and extracted with diethyl ether. The extracts were combined, dried (sodium sulphate) and evaporated. The residue was purified by silica column chromatography eluting with 2-1 hexane – ethyl acetate to afford a white powder (4.6 g; 61%) 8(CDC13) 1.49 (s, 9H), 2.92 (m, 4H), 3.58 (m, 4H), 4.01 (s, 3H), 6.94 (m, 2H), 7.18 (m, H), 8.48 (s, H), 8.84 (s, H).

The chemical industry reduces the impact on the environment during synthesis Methyl 5-chloropyrazine-2-carboxylate. I believe this compound will play a more active role in future production and life.

Synthetic Route of 33332-25-1,Some common heterocyclic compound, 33332-25-1, name is Methyl 5-chloropyrazine-2-carboxylate, molecular formula is C6H5ClN2O2, 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.

a) 5-[3-(4-Fluoro-phenyl)-5-methyl-3H-[1,2,3]-triazol-4-ylmethoxy]-pyrazine-2-carboxylic acid methyl ester To a suspension of NaH (55% in oil, 116 mg, 2.7 mmol) in THF (4 mL) was added a solution of [3-(4-fluoro-phenyl)-5-methyl-3H-[1,2,3]triazol-4-yl]-methanol (500 mg, 2.4 mmol) in THF (6 mL) dropwise at 0 C. and the reaction mixture was stirred at room temperature for 30 min. Then a solution of methyl 5-chloropyrazine-2-carboxylate (460 mg, 2.65 mmol) in THF (6 mL) was added dropwise at 0 C. and the reaction mixture was stirred at room temperature for 16 h. The mixture was then poured into ice water and extracted with ethyl acetate and the combined organic extracts washed with brine, dried over sodium sulphate, filtered and evaporated. Purification by chromatography (silica, 0 to 50% ethyl acetate in heptane, then 0 to 5% methanol in dichloromethane) afforded the title compound (787 mg, 95%) as a white solid. MS: m/e=344.3 [M+H]+.

The synthetic route of 33332-25-1 has been constantly updated, and we look forward to future research findings.

Related Products of 33332-25-1,Some common heterocyclic compound, 33332-25-1, name is Methyl 5-chloropyrazine-2-carboxylate, molecular formula is C6H5ClN2O2, 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 flask fitted with overhead stirrer, condenser, thermometer and nitrogen line was added methyl 5-chloropyrazine-2-carboxylate (1.0 eq) and tetrahydrofuran (4.92 vols) under a nitrogen atmosphere. The reaction mixture was agitated until all the solid had dissolved, then filtered into a second flask. Water (8.65 vols) was added to the reaction mixture and the mixture agitated for approximately 15 minutes. Potassium carbonate (2.1 eq) was added to the reaction mixture and the mixture agitated for 16 hours at 20-25 C. Then 32% w/w hydrochloric acid (3.76 eq) was added over 3 hours in small portions, keeping the reaction temperature 20-25 C., to a pH end point of pH2.2. The resultant slurry was heated to approximately 35-40 C. and then distilled under vacuum at this temperature distilling approximately 5.3 vols, to a final volume of approximately 9.3 vols. The mixture was then cooled to 20-25 C. over at least 2 hours, agitated for 10 hours at this temperature and then filtered. The solid was washed with water (2.8 vols), and the wet product produced dried at 35 C. in a vacuum oven. The desired product was obtained as a solid (corrected yield 91%) 1H NMR delta (400 MHz CDCl3): 7.20 (1H, bs), 8.72 (1H, s), 9.21-9.21 (1H, m); m/z 157 (M-H)+.

The synthetic route of 33332-25-1 has been constantly updated, and we look forward to future research findings.

Related Products of 33332-25-1,Some common heterocyclic compound, 33332-25-1, name is Methyl 5-chloropyrazine-2-carboxylate, molecular formula is C6H5ClN2O2, 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.

Example 35-Chloropyrazine-2-carboxylic acidFehler. Es ist nicht moglich, durch die Bearbeitung von Feldfunktionen Objekte zu erstellen. Methyl 5-chloropyrazine-2-carboxylate (CAS [33332-25-1], 1 g, 5.79 mmol) was dissolved in a mixture of THF (50 ml) and water (50 ml). Lithium hydroxide monohydrate (243 mg, 5.79 mmol) was added and the reaction mixture was stirred at RT overnight. The pH was adjusted to 1 with 1M HC1 and the product was extracted with three portions of EtOAc. The combined organic layers were dried over Na2S04 and concentrated under vacuum. The crude material was purified by flash chromatography (Si02, 50 g, 0 to 20% MeOH in DCM) to yield the title compound as white solid (741 mg, 81%). MS (ISP): m/z = 159.0 [M+H]+.

The synthetic route of 33332-25-1 has been constantly updated, and we look forward to future research findings.

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. 33332-25-1, name is Methyl 5-chloropyrazine-2-carboxylate belongs to pyrazines compound, it is a common compound, a new synthetic route is introduced below. Formula: C6H5ClN2O2

Example 95 [0308] [Formula 107]CI xj – ~ CI’ [0309] 1) In tetrahydrofuran (66 mL) was dissolved methyl 5-chloropyrazine-2-carboxylate (3.3 g), and 1M diisobutylaluminum hydride/hexane solution (38.3 mL) was added dropwise to the solution under nitrogen atmosphere at -70C or lower over 10 minutes, and the resulting mixture was further stirred for 10 minutes. At -60C or lower, 1M diisobutylaluminum hydride/hexane solution (31.3 mL) was added dropwise to the mixture over 20 minutes, and the mixture was further stirred at -70C or lower for 1 hour. The reaction mixture was poured into a saturated aqueous ammonium chloride solution, and after stirring at room temperature, filtered with Celite. The filtrate was extracted with ethyl acetate, washed with a saturated brine, dried over anhydrous magnesium sulfate, and concentrated under reduced pressure. The obtained residue was purified by silica gel column chromatography (n-hexane: ethyl acetate=100:0 to 80:20) to obtain 5-chloropyrazine-2-carbaldehyde (970 mg). MS (m/z): 142/144 [M+H]+

The synthetic route of 33332-25-1 has been constantly updated, and we look forward to future research findings.

Related Products of 33332-25-1, These common heterocyclic compound, 33332-25-1, name is Methyl 5-chloropyrazine-2-carboxylate, 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.

delta-chloro-pyrazine^-carboxylic acid methyl ester (10.02g, 58.25mmol) and hydrazine monohydrate(12.5mL, 250mmol) were dissolved in methanol (40OmL) and the reaction mixture heated to reflux for 48 hours. The reaction mixture was then filtered and the precipitate collected dried in vacuo to yield the title compound, 5.01 g (50%).1H NMR(CDCI3, 400MHz) delta: 4.09(d, 2H), 8.52(s, 1 H), 8.66(bs, 1 H), 9.14(s, 1 H). Microanalysis:C5H5CIN4O requires: C 34.80; H” 2.92; N 32.47; found C 34.89; H 2.91 , N 32.32. MS APCI+ m/z 173[MH]+

The synthetic route of 33332-25-1 has been constantly updated, and we look forward to future research findings.