(S)-6-(3-(3-fluoropyrrolidin-1-yl)phenyl)-2,2-dimethyl-N-(5-methylpyridin-3-yl)-2H-pyrido[3,2-b][1,4]oxazine-4(3H)-carboxamide

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Chemical Name:(S)-6-(3-(3-fluoropyrrolidin-1-yl)phenyl)-2,2-dimethyl-N-(5-methylpyridin-3-yl)-2H-pyrido[3,2-b][1,4]oxazine-4(3H)-carboxamide
CAS No.:1303585-09-2
Molecular Formula:C₂₆H₂₈FN₅O₂
Molecular Weight:461.539
Hs Code.:

Synonyms:(S)-6-(3-(3-fluoropyrrolidin-1-yl)phenyl)-2,2-dimethyl-N-(5-methylpyridin-3-yl)-2H-pyrido[3,2-b][1,4]oxazine-4(3H)-carboxamide

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Chemical Property of (S)-6-(3-(3-fluoropyrrolidin-1-yl)phenyl)-2,2-dimethyl-N-(5-methylpyridin-3-yl)-2H-pyrido[3,2-b][1,4]oxazine-4(3H)-carboxamide

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Technology Process of (S)-6-(3-(3-fluoropyrrolidin-1-yl)phenyl)-2,2-dimethyl-N-(5-methylpyridin-3-yl)-2H-pyrido[3,2-b][1,4]oxazine-4(3H)-carboxamide

There total 8 articles about (S)-6-(3-(3-fluoropyrrolidin-1-yl)phenyl)-2,2-dimethyl-N-(5-methylpyridin-3-yl)-2H-pyrido[3,2-b][1,4]oxazine-4(3H)-carboxamide which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 31.0%

: 3430-19-1
5-methylpyridin-3-amine

: 32315-10-9
bis(trichloromethyl) carbonate

: (S)-6-(3-(3-fluoropyrrolidin-1-yl)phenyl)-2,2-dimethyl-3,4-dihydro-2H-pyrido[3,2-b][1,4]oxazine

: 1303585-09-2
(S)-6-(3-(3-fluoropyrrolidin-1-yl)phenyl)-2,2-dimethyl-N-(5-methylpyridin-3-yl)-2H-pyrido[3,2-b][1,4]oxazine-4(3H)-carboxamide

Guidance literature:: bis(trichloromethyl) carbonate; (S)-6-(3-(3-fluoropyrrolidin-1-yl)phenyl)-2,2-dimethyl-3,4-dihydro-2H-pyrido[3,2-b][1,4]oxazine; With triethylamine; In tetrahydrofuran; at 20 ℃; for 1.5h;

5-methylpyridin-3-amine; In tetrahydrofuran; at 60 ℃; for 18h;

Reference yield:

: 15128-82-2
3-hydroxy-2-nitropyridine

: 1303585-09-2
(S)-6-(3-(3-fluoropyrrolidin-1-yl)phenyl)-2,2-dimethyl-N-(5-methylpyridin-3-yl)-2H-pyrido[3,2-b][1,4]oxazine-4(3H)-carboxamide

Guidance literature:: Multi-step reaction with 6 steps

1.1: sodium methylate; bromine / methanol / 0.5 h / 0 °C

1.2: 0.17 h / 0 °C

2.1: potassium carbonate / N,N-dimethyl-formamide / 48 h / 20 °C

3.1: acetic acid; iron / 2 h / 90 °C

4.1: dimethylsulfide borane complex / tetrahydrofuran / 24 h / Reflux

4.2: 0.5 h / Reflux

5.1: caesium carbonate / (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / 1,2-dimethoxyethane / 95 °C

6.1: triethylamine / tetrahydrofuran / 1.5 h / 20 °C

6.2: 18 h / 60 °C

With dimethylsulfide borane complex; bromine; sodium methylate; iron; potassium carbonate; caesium carbonate; acetic acid; triethylamine; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; In tetrahydrofuran; methanol; 1,2-dimethoxyethane; N,N-dimethyl-formamide;

Reference yield:

: 443956-08-9
6-bromo-2-nitropyridin-3-ol

: 1303585-09-2
(S)-6-(3-(3-fluoropyrrolidin-1-yl)phenyl)-2,2-dimethyl-N-(5-methylpyridin-3-yl)-2H-pyrido[3,2-b][1,4]oxazine-4(3H)-carboxamide

Guidance literature:: Multi-step reaction with 5 steps

1.1: potassium carbonate / N,N-dimethyl-formamide / 48 h / 20 °C

2.1: acetic acid; iron / 2 h / 90 °C

3.1: dimethylsulfide borane complex / tetrahydrofuran / 24 h / Reflux

3.2: 0.5 h / Reflux

4.1: caesium carbonate / (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / 1,2-dimethoxyethane / 95 °C

5.1: triethylamine / tetrahydrofuran / 1.5 h / 20 °C

5.2: 18 h / 60 °C

With dimethylsulfide borane complex; iron; potassium carbonate; caesium carbonate; acetic acid; triethylamine; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; In tetrahydrofuran; 1,2-dimethoxyethane; N,N-dimethyl-formamide;