Category: 1379338-74-5

These common heterocyclic compound, 1379338-74-5, name is 5,7-Dichloropyrido[3,4-b]pyrazine, 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. Formula: C7H3Cl2N3

Intermediate 25: 1 ,1-Dimethylethyl (3 ~)-3-fr(7-chloropyridor3,4-blpyrazin-5- yl)amino1methylV4-methyl-1-piperazinecarboxylate; 1 , 1-Dimethylethyl (3S)-3-(aminocarbonyl)-4-methyl-1-piperazinecarboxylate (0.5g, 2.055mmol) was dissolved in dry tetrahydrofuran (THF) (10ml) and borane- tetrahydrofuran complex (8ml, 8.00mmol) was added. The reaction was refluxed under nitrogen overnight. A further portion of borane-tetrahydrofuran complex (8ml, 8.00mmol) was added and the reaction was refluxed under nitrogen for a further 24h. After cooling, the reaction was cooled further in an ice bath and quenched by the addition of methanol (25ml) and 1 M HCI (5ml), stirred for 90min and left standing at room temperature for 2h. Ethyl acetate (25ml) was added and the layers were separated. The aqueous was extracted with ethyl acetate. The combined organics were dried using a hydrophobic frit and evaporated in vacuo to give a white solid (270mg). TLC (10% MeOH/DCM, KMn04) looked like starting material. The aqueous layer was neutralised with 2M NaOH and extracted with DCM (x3). The combined organics were washed with brine, dried using a hydrophobic frit and evaporated in vacuo to give 1 , 1-dimethylethyl (3f~)-3-(aminomethyl)-4-methyl-1- piperazinecarboxylate as a crude colourless oil (313mg). 1 , 1-dimethylethyl (3R)-3- (aminomethyl)-4-methyl-1-piperazinecarboxylate (143mg, 0.624mmol) and diisopropylethylamine (0.131 ml, 0.750mmol) were added to a solution of 5,7- dichloropyrido[3,4-b]pyrazine (100mg, 0.500mmol) in dry N-methyl-2-pyrrolidone (NMP) (2ml). The reaction was heated at 130C in the microwave for 30min. After cooling, the reaction was partitioned between ethyl acetate and water. The aqueous layer was extracted with ethyl acetate (x2). The combined organics were washed with brine, dried using a hydrophobic frit and evaporated to give an orange oil. The residue was loaded in dichloromethane and purified on silica (25g) using a 0-100% ethyl acetate/cyclohexane gradient. Appropriate fractions were combined and evaporated to give the title compound as yellow oil (162mg).LCMS (Method A): Rt = 1.2min, MH+ = 393/395

The synthetic route of 5,7-Dichloropyrido[3,4-b]pyrazine has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GLAXO GROUP LIMITED; ATKINSON, Francis Louis; ATKINSON, Stephen John; BARKER, Michael David; DOUAULT, Clement; GARTON, Neil Stuart; LIDDLE, John; PATEL, Vipulkumar Kantibhai; PRESTON, Alexander G; SHIPLEY, Tracy Jane; WILSON, David Matthew; WATSON, Robert J; WO2012/123312; (2012); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Synthetic Route of 1379338-74-5, The chemical industry reduces the impact on the environment during synthesis 1379338-74-5, name is 5,7-Dichloropyrido[3,4-b]pyrazine, I believe this compound will play a more active role in future production and life.

tert-butyl 3-(aminomethyl)-3-fluoropiperidine-1-carboxylate (3.86 g, 16.6 mmol) and DIPEA (3.22 g, 24.9 mmol) were added to a solution of 5,7-dichloropyrido[3,4-b]pyrazine (3.32 g, 16.6 mmol) in THF (60 mL) and the mixture was refluxed overnight. The volatile components were evaporated and the residue was extracted with ethyl acetate. Ethyl acetate was washed with brine and dried. The solvent was removed in vacuo The crude residue was purified by silica-gel chromatography eluting with Hexane-50% EtOAc/Hexane (gradient) then C18 column to afford the subtitled compound as pale yellow solid 1.76 g. MS (m/z): 396 (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, 5,7-Dichloropyrido[3,4-b]pyrazine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; HUTCHISON MEDIPHARMA LIMITED; Su, Wei-Guo; Deng, Wei; Ji, Jianguo; US2014/121200; (2014); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

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. 1379338-74-5, name is 5,7-Dichloropyrido[3,4-b]pyrazine, This compound has unique chemical properties. The synthetic route is as follows., COA of Formula: C7H3Cl2N3

(A) (S)-terf-butyl 3-((7-chloropyrido[4,3-ib]pyrazi n-5-ylami no)methyl)piperidi ne- 1 -carboxylate.[0123] A solution of (S)-teri-butyl 3-(aminomethyl)piperidine-1 -carboxylate (100 mg, 0.5 mmol), 5,7-dichloropyrido[4,3-¡ê>]pyrazine (100 mg, 0.5 mmol) and DIPEA (77 mg, 0.6 mmol) in THF (5 ml_) was stirred at room temperature for 4 hours. The volatiles were removed under reduced pressure, and the residue was treated with ethyl acetate, with brine, and concentrated to give the crude title compound.

According to the analysis of related databases, 1379338-74-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; HUTCHISON MEDIPHARMA LIMITED; SU, Wei-Guo; DENG, Wei; JI, Jianguo; WO2012/167423; (2012); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Application of 1379338-74-5, The chemical industry reduces the impact on the environment during synthesis 1379338-74-5, name is 5,7-Dichloropyrido[3,4-b]pyrazine, I believe this compound will play a more active role in future production and life.

Intermediate 15: 1,1-Dimethylethyl (3R)-3-{[(7-chloropyrido[3,4-b]pyrazin-5-yl)amino]methyl}-3-fluoro-1-piperidinecarboxylate To a solution of 1,1-dimethylethyl (3R)-3-(aminomethyl)-3-fluoro-1-piperidinecarboxylate (2.32 g, 10.00 mmol) in N-methyl-2-pyrrolidone (NMP) (5 ml) was added 5,7-dichloropyrido[3,4-b]pyrazine (2 g, 10.00 mmol) and diisopropylethylamine (3.49 ml, 20.00 mmol). This was heated at 130 C. in a Biotage Microwave for 1 h. The reaction had not gone to completion and so further amine (380 mg) was added and it was again heated to 110 C. for 30 min in a microwave. The reaction was partitioned between ethyl acetate and aqueous ammonium chloride. The layers were separated and the aqueous was re-extracted with ethyl acetate. The combined organics were washed with brine and passed through a hydrophobic frit, and concentrated in vacuo to yield a crude brown oil. This was dissolved in DCM and purified through silica (50 g) eluting with an ethyl acetate/DCM gradient. Appropriate fractions were combined and concentrated in vacuo to give the title compound as a yellow-orange gummy solid (3.13 g) LCMS (Method B): Rt=1.24 min, MH+=395.8

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, 5,7-Dichloropyrido[3,4-b]pyrazine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; GLAXO GROUP LIMITED; Atkinson, Francis Louis; Atkinson, Stephen John; Barker, Michael David; Douault, Clement; Garton, Neil Stuart; Liddle, John; Patel, Vipulkumar Kantibhai; Preston, Alexander G.; Shipley, Tracy Jane; Wilson, David Matthew; Watson, Robert J.; US2014/5188; (2014); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

These common heterocyclic compound, 1379338-74-5, name is 5,7-Dichloropyrido[3,4-b]pyrazine, 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. Recommanded Product: 5,7-Dichloropyrido[3,4-b]pyrazine

Intermediate 5: 1,1-Dimethylethyl (3R)-3-{[(7-chloropyrido[3,4-b]pyrazin-5-yl)amino]methyl}-1-piperidinecarboxylate 5,7-dichloropyrido[3,4-b]pyrazine (1 g, 5.00 mmol) was taken up in N-Methyl-2-pyrrolidone (NMP) (10 ml) and treated with 1,1-dimethylethyl (3R)-3-(aminomethyl)-1-piperidinecarboxylate (1.179 g, 5.50 mmol) (Apollo Scientific Ltd) and diisopropylethylamine (1.310 ml, 7.50 mmol). The reaction was irradiated in a Biotage microwave at 130 C. for 30 min. The reaction was partitioned between EtOAc (100 ml) and water (100 ml). The organic layer was washed with brine (100 ml), dried using a hydrophobic frit and concentrated to give a black solid. This solid was purified on silica (50 g) and eluted with a 10-40% EtOAc/cyclohexane gradient. The appropriate fractions were combined and concentrated to give the title compound as a deep orange solid (1.542 g). LCMS (Method B): Rt=1.28 min, MH+=377.92

The synthetic route of 5,7-Dichloropyrido[3,4-b]pyrazine has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GLAXO GROUP LIMITED; Atkinson, Francis Louis; Atkinson, Stephen John; Barker, Michael David; Douault, Clement; Garton, Neil Stuart; Liddle, John; Patel, Vipulkumar Kantibhai; Preston, Alexander G.; Shipley, Tracy Jane; Wilson, David Matthew; Watson, Robert J.; US2014/5188; (2014); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem