7-((R)-2-hydroxy-1,2-dimethyl-propylamino)-[1,6]naphthyridine-2-carboxylic acid [(S)-(3-fluoro-4-methoxy-phenyl)-(1-methyl-1H-pyrazol-4-yl)-methyl]-amide

Base Information

• Chemical Name: 7-((R)-2-hydroxy-1,2-dimethyl-propylamino)-[1,6]naphthyridine-2-carboxylic acid [(S)-(3-fluoro-4-methoxy-phenyl)-(1-methyl-1H-pyrazol-4-yl)-methyl]-amide
• CAS No.: 1574395-79-1
• Molecular Formula: C₂₆H₂₉FN₆O₃
• Molecular Weight: 492.553
• Mol file: 1574395-79-1.mol

Synonyms:7-((R)-2-hydroxy-1,2-dimethyl-propylamino)-[1,6]naphthyridine-2-carboxylic acid [(S)-(3-fluoro-4-methoxy-phenyl)-(1-methyl-1H-pyrazol-4-yl)-methyl]-amide

Chemical Property of 7-((R)-2-hydroxy-1,2-dimethyl-propylamino)-[1,6]naphthyridine-2-carboxylic acid [(S)-(3-fluoro-4-methoxy-phenyl)-(1-methyl-1H-pyrazol-4-yl)-methyl]-amide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 7-((R)-2-hydroxy-1,2-dimethyl-propylamino)-[1,6]naphthyridine-2-carboxylic acid [(S)-(3-fluoro-4-methoxy-phenyl)-(1-methyl-1H-pyrazol-4-yl)-methyl]-amide

There total 7 articles about 7-((R)-2-hydroxy-1,2-dimethyl-propylamino)-[1,6]naphthyridine-2-carboxylic acid [(S)-(3-fluoro-4-methoxy-phenyl)-(1-methyl-1H-pyrazol-4-yl)-methyl]-amide 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:

3-amino-2-methylbutan-2-ol (6291-17-4) + (S)-7-fluoro-N-((3-fluoro-4-methoxyphenyl)(1-methyl-1H-pyrazol-4-yl)methyl)-1,6-naphthyridine-2-carboxamide (1574395-75-7) → 7-((S)-2-hydroxy-1,2-dimethyl-propylamino)-[1,6]naphthyridine-2-carboxylic acid [(S)-(3-fluoro-4-methoxy-phenyl)-(1-methyl-1H-pyrazol-4-yl)-methyl]-amide (1574395-80-4) + 7-((R)-2-hydroxy-1,2-dimethyl-propylamino)-[1,6]naphthyridine-2-carboxylic acid [(S)-(3-fluoro-4-methoxy-phenyl)-(1-methyl-1H-pyrazol-4-yl)-methyl]-amide (1574395-79-1)

Guidance literature:

In 1-methyl-pyrrolidin-2-one; at 110 ℃; for 48h;

Reference yield:

C10H7FN2O2 (1574395-54-2) → 7-((S)-2-hydroxy-1,2-dimethyl-propylamino)-[1,6]naphthyridine-2-carboxylic acid [(S)-(3-fluoro-4-methoxy-phenyl)-(1-methyl-1H-pyrazol-4-yl)-methyl]-amide (1574395-80-4) + 7-((R)-2-hydroxy-1,2-dimethyl-propylamino)-[1,6]naphthyridine-2-carboxylic acid [(S)-(3-fluoro-4-methoxy-phenyl)-(1-methyl-1H-pyrazol-4-yl)-methyl]-amide (1574395-79-1)

Guidance literature:

Multi-step reaction with 3 steps

1.1: lithium hydroxide / tetrahydrofuran; water / 20 °C

2.1: N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 0.08 h / 20 °C

2.2: 1 h / 20 °C

3.1: 1-methyl-pyrrolidin-2-one / 48 h / 110 °C

With N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; lithium hydroxide; In tetrahydrofuran; 1-methyl-pyrrolidin-2-one; water; N,N-dimethyl-formamide;

Reference yield:

7-bromo-1,6-naphthyridin-2(1H)-one (1574395-48-4) → 7-((S)-2-hydroxy-1,2-dimethyl-propylamino)-[1,6]naphthyridine-2-carboxylic acid [(S)-(3-fluoro-4-methoxy-phenyl)-(1-methyl-1H-pyrazol-4-yl)-methyl]-amide (1574395-80-4) + 7-((R)-2-hydroxy-1,2-dimethyl-propylamino)-[1,6]naphthyridine-2-carboxylic acid [(S)-(3-fluoro-4-methoxy-phenyl)-(1-methyl-1H-pyrazol-4-yl)-methyl]-amide (1574395-79-1)

Guidance literature:

Multi-step reaction with 7 steps

1.1: ammonia; copper / 120 °C / Autoclave

2.1: 1-butyl-3-methylimidazolium Tetrafluoroborate; nitrosonium tetrafluoroborate / 1.5 h / 20 °C / Inert atmosphere

3.1: trichlorophosphate / 1 h / Reflux

4.1: triethylamine; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂ / 60 - 70 °C / 15201 Torr / Autoclave

5.1: lithium hydroxide / tetrahydrofuran; water / 20 °C

6.1: N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 0.08 h / 20 °C

6.2: 1 h / 20 °C

7.1: 1-methyl-pyrrolidin-2-one / 48 h / 110 °C

With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; ammonia; copper; nitrosonium tetrafluoroborate; triethylamine; N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; 1-butyl-3-methylimidazolium Tetrafluoroborate; lithium hydroxide; trichlorophosphate; In tetrahydrofuran; 1-methyl-pyrrolidin-2-one; water; N,N-dimethyl-formamide;

upstream raw materials:

7-fluoro-1,6-naphthyridine-2-carboxylic acid

3-amino-2-methylbutan-2-ol

(S)-7-fluoro-N-((3-fluoro-4-methoxyphenyl)(1-methyl-1H-pyrazol-4-yl)methyl)-1,6-naphthyridine-2-carboxamide

7-bromo-1,6-naphthyridin-2(1H)-one