Pyrazines

Synthetic Route of 1209646-17-2, These common heterocyclic compound, 1209646-17-2, name is 5-(4-(tert-Butoxycarbonyl)piperazin-1-yl)pyrazine-2-carboxylic acid, 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.

Example 214Step 1: Synthesis of 5′-(3-{ l-r4-(2-Amino-pyrimidin-5-yl)-phenyll-cyclobutyl|- r i,2,41oxadiazol-5-yl)-2,3,5,6-tetrahydro-r i,2’lbipyrazinyl-4-carboxylic acid tert-butyl ester (R81)To a suspension of R80 (490 mg, 1.59 mmol) in dioxane (10 ml) is added CDI (260 mg, 1.59 mmol) at room temperature. The mixture is stirred at 50 C for 30 minutes. After this time 1-2.5 (300 mg, 1.06 mmol) is added and the resulting mixture is heated at 80 C for 18 hours. After this time the reaction appears complete and is cooled and poured into NaHCC”3 (sat.) and EtOAc. The layers are separated and the aqueous phase is extracted with EtOAc (2x). The combined organics are dried (MgS04), filtered and concentrated to give the crude product which is purified via flash chromatography (25g silica gel, 0-8% MeOH/DCM). Product-containing fractions are combined and concentrated to give R81. (210 mg)

The synthetic route of 1209646-17-2 has been constantly updated, and we look forward to future research findings.

Synthetic Route of 14667-55-1, A common heterocyclic compound, 14667-55-1, name is 2,3,5-Trimethylpyrazine, molecular formula is C7H10N2, 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.

AgNO3 (34.2 mg, 0.2 mmol), tpyz (38 ml, 0.2 mmol) and H2L(313.6 mg, 0.2 mmol) were took place in CH3CN-DMF (N,Ndimethylformamide)mixed solvent (6 ml, v/v: 3/3) under stirring.Then, ammonia (14 M, 10 d) was dropped into the mixture to give aclear solution under ultrasonic treatment (160 W, 40 KHz, 30 min) atroom temperature. The resultant solution was allowed to evaporateslowly in darkness at room temperature for several days to giveirregular-yellow crystals of 1 (Yield: 32%, based on Ag). Anal. Calc.(found) for Ag2C17H23N2O4: C, 38.10 (38.16); H, 4.50 (4.33); O,11.86 (11.96); N, 5.32 (5.24) %. IR (KBr): nu(cm -1) = 3425 (s), 2977(m), 2887 (w), 2175 (w), 1653 (m), 1545 (s), 1463 (m), 1392 (s),1363 (s), 1322 (m), 1288 (m), 1207(w), 1170 (w), 1126 (w), 1085(w), 997 (w), 919 (w), 804 (m), 628 (s).

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.

Synthetic Route of 767340-03-4, A common heterocyclic compound, 767340-03-4, name is (2Z)-4-Oxo-4-[3-(trifluoromethyl)-5,6-dihydro[1,2,4]triazolo[4,3-a]pyrazine-7(8H)-yl]-1-(2,4,5-trifluorophenyl)but-2-en-2-amine, molecular formula is C16H13F6N5O, 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.

Into a 500 ml flask were charged chloro(l,5-cyclooctadiene)rhodiurn(I) dimer{[Rh(cod)Cl]2}(292 mg, 1.18 mmol) and (R,S) *-butyl Josiphos (708 mg, 1.3 mmol) under a nitrogen atmosphere. Degassed MeOH was then added (200 mL) and the mixture was stirred at room temperature for 1 h. Into a 4 L hydrogenator was charged the enamine amide 24 (118 g, 0.29 mol) along with MeOH (1 L). The slurry was degassed. The catalyst solution was then transferred to the hydrogenator under nitrogen. After degassing three times, the enamine amide was hydrogenated under 200 psi hydrogen gas at 50 0C for 13 h. Assay yield was determined by EtaPLC to be 93% and optical purity to be 94% ee. The optical purity was further enhanced in the following manner. The methanol solution from the hydrogenation reaction (18 g in 180 mL MeOH) was concentrated and switched to methyl t- butyl ether (MTBE) (45 mL). Into this solution was added aqueous Eta3PO4 solution (0.5 M, 95 mL).After separation of the layers, 3NNaOH (35 mL) was added to the water layer, which was then extracted with MTBE (180 mL + 100 mL). The MTBE solution was concentrated and solvent switched to hot toluene (180 mL, about 75 0C). The hot toluene solution was then allowed to cool to 0 0C slowly (5 – 10 h). The crystals were isolated by filtration (98 – 99% ee); m.p. 114.1 – 115.7 0C. lH NMR (300 MHz, CD3CN): b 7.26 (m), 7.08 (m), 4.90 (s), 4.89 (s), 4.14 (m), 3.95 (m), 3.40 (m), 2.68(m), 2.49 (m), 1.40 (bs).Compound 2^5 exists as amide bond rotamers. Unless indicated, the major and minor rotamers are grouped together since the carbon-13 signals are not well resolved:13C NMR (CD3CN): delta 171.8, 157.4 (ddd , JCF = 242.4, 9.2, 2.5 Hz), 152.2 (major), 151.8 (minor), 149.3(ddd; JCF = 246.7, 14.2, 12.9 Hz), 147.4 (ddd, ^ = 241.2, 12.3, 3.7 Hz), 144.2 (q, JCF = 38.8 Hz), 124.6 (ddd , JCF= 18.5, 5.9, 4.0 Hz), 120.4 (dd , JCF = 19.1, 6.2 Hz), 119.8 (q, JCF = 268.9 Hz), 106.2 (dd , JCF = 29.5, 20.9 Hz), 50.1, 44.8, 44.3 (minor), 43.2 (minor), 42.4, 41.6 (minor), 41.4, 39.6, 38.5 (minor), 36.9.

The synthetic route of 767340-03-4 has been constantly updated, and we look forward to future research findings.

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. 4774-14-5, name is 2,6-Dichloropyrazine, A new synthetic method of this compound is introduced below., HPLC of Formula: C4H2Cl2N2

Step 1 (0853) To a solution of tert-butyl azetidin-3-ylcarbamate hydrochloride (LXIII) (2 g, 9.58 mmol) in dry DMF (19.2 mL) was added DIPEA (8.37 ml, 47.9 mmol). To this mixture was added 2,6-dichloropyrazine (LXIV) (1.428 g, 9.58 mmol) and the reaction was stirred at 95 C. for 3 hours. The reaction was quenched with water (20 mL) and extracted with EtOAc. The organic layer was dried over anhydrous Na2SO4, filtered and concentrated. The residue was purified by silica gel column chromatography (40 g) (100% hexanes?hexanes:EtOAc 1:1) to yield tert-butyl (1-(6-chloropyrazin-2-yl)azetidin-3-yl)carbamate (LXV) (2.2882 g, 8.04 mmol, 84% yield) as a white solid. ESIMS found for C12H17ClN4O2 m/z 285.1 (M+H).

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.

Synthetic Route of 313340-08-8, A common heterocyclic compound, 313340-08-8, name is 3,5-Dichloro-6-ethylpyrazine-2-carboxamide, molecular formula is C7H7Cl2N3O, 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.

Preparation Example 256 A mixture of 3,5-dichloro-6-ethylpyrazine-2-carboxamide (600 mg), 3-fluoro-4-(morpholin-4-yl)aniline (500 mg), diisopropylethylamine (880 muL), and N-methylpyrrolidone (2.5 mL) was reacted in a microwave reaction device at 180 C. for 1 hour. After leaving to be cooled, to the reactant was added water, and the precipitated solid was collected by filtration and then washed with ethanol to obtain 5-chloro-6-ethyl-3-{[3-fluoro-4-(morpholin-4-yl)phenyl]amino}pyrazine-2-carboxamide (640 mg) as a yellow solid.

The synthetic route of 313340-08-8 has been constantly updated, and we look forward to future research findings.

Electric Literature of 19847-12-2,Some common heterocyclic compound, 19847-12-2, name is Pyrazinecarbonitrile, molecular formula is C5H3N3, 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.

5-Methyl-2-pyrazin-2-yl-thiazol-4-ol: In a 250 mL round-bottomed flask, pyrazine-2-carbonitrile (10 g, 95.1 mmol), pyridine (2.26 g, 2.33 ml, 28.5 mmol) and 2-mercaptopropionic acid (10.1 g, 95.1 mmol) were combined to give a light yellow solution. The reaction mixture was heated to 100 C. and stirred for 2 h. Upon cooling, the thick yellow mixture was diluted with 100 mL ethanol and stirred for 30 min. The slurry was then filtered, and washed with diethyl ether (2*100 mL) to give 5-methyl-2-pyrazin-2-yl-thiazol-4-ol (17.86 g, 97.1%) as yellow solid which was used directly without further purification.

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

Application of 912773-21-8, A common heterocyclic compound, 912773-21-8, name is 2-Bromo-5-chloropyrazine, molecular formula is C4H2BrClN2, 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 suspension of 2-bromo-5-chloropyrazine (2.02 g, 10.44 mmol) in diethylether (30 mL)at -78 oC was added n-butyllithium (4.26 mL, 10.65 mmol) over 10 mm.The resulting mixture was stirred at -78 oC for 15 mm before propan-2-one (1.9 17 mL, 26.1 mmol) was indroduced over 2 mm. The mixture was stirred at -78 oC for 15 mm and then at rt for 30 mm. The reaction was quenched with saturated NH4C1 solution (30 mL), and the solution was extracted with ethyl acetate (4 x 40 mL). The combined extract wasdried over anhydrous Na2SO4. The desired product, 2-(5-chloropyrazin-2-yl)propan-2-ol (0.507 g, 2.94 mmol, 28.1 % yield), was isolated by ISCO (120 g silica gel, solid loading, 10-40% ethyl acetate/hexane).

The synthetic route of 912773-21-8 has been constantly updated, and we look forward to future research findings.

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.

Synthetic Route of 866327-72-2, 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 866327-72-2 as follows.

A solution of 5-dibromomethyl-pyrazine-2-carboxylic acid methyl ester (1.00 g, 3.23 mmol) in a mixture of ethanol (20 mL) and THF (10 mL) was heated to 80 C. A solution of silver nitrate (2.20 g, 12.9 mmol) in H2O (4 mL) was added. The reaction mixture was heated at 80 C. for 1.25 h and was filtered while hot. The filtrate was concentrated to yield the title compound (1.36 g). This material was carried to the next step without purification.

According to the analysis of related databases, 866327-72-2, the application of this compound in the production field has become more and more popular.

Related Products of 36070-80-1,Some common heterocyclic compound, 36070-80-1, name is 5-Chloropyrazine-2-carboxylic acid, molecular formula is C5H3ClN2O2, 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.

Oxalyl chloride (1.55 mL, 17.48 mmol), followed by DMF (2 drops), was added to a mixture of 5-chloropyrazine-2-carboxylic acid (2.31 g, 14.57 mmol) in DCM (40 mL). The reaction was stirred at RT for 2 hours after which time the volatiles were removed in vacuo. The residue was taken up DCM (40 mL) and azetidine (1.08 mL, 16.03 mmol) and triethylamine (4.46 mL, 32.06 mmol) added. The mixture was stirred at RT for 72 hours. The volatiles were removed in vacuo and ethyl acetate (100 mL) added to the residue. The organics were washed with water (100 mL), citric acid (50 mL), saturated sodium bicarbonate solution (50 mL), brine (50 mL), dried (MgSO4), filtered and the solvent removed in vacuo to give a yellow solid. The residue was chromatographed on silica, eluting with a gradient of 50 -100% ethyl acetate in iso-hexane, to give the desired compound as a yellow solid (2.38 g). 1H NMR delta (CDCl3): 2.35 – 2.42 (2H, m), 4.26 (2H, t), 4.67 (2H, t), 8.52 (IH, d), 9.09 (IH, d); m/z 198 (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 5-Chloropyrazine-2-carboxylic acid, its application will become more common.