N-[(1R,2S)-1-{[1-(3-bromophenyl)-1H-indazol-5-yl]oxy}-3-tert-butoxy-1-(6-methoxypyridin-3-yl)propan-2-yl]-2,2-difluoropropanamide

Base Information

• Chemical Name: N-[(1R,2S)-1-{[1-(3-bromophenyl)-1H-indazol-5-yl]oxy}-3-tert-butoxy-1-(6-methoxypyridin-3-yl)propan-2-yl]-2,2-difluoropropanamide
• CAS No.: 1196452-65-9
• Molecular Formula: C₂₉H₃₁BrF₂N₄O₄
• Molecular Weight: 617.49
• Mol file: 1196452-65-9.mol

Synonyms:N-[(1R,2S)-1-{[1-(3-bromophenyl)-1H-indazol-5-yl]oxy}-3-tert-butoxy-1-(6-methoxypyridin-3-yl)propan-2-yl]-2,2-difluoropropanamide

Chemical Property of N-[(1R,2S)-1-{[1-(3-bromophenyl)-1H-indazol-5-yl]oxy}-3-tert-butoxy-1-(6-methoxypyridin-3-yl)propan-2-yl]-2,2-difluoropropanamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-[(1R,2S)-1-{[1-(3-bromophenyl)-1H-indazol-5-yl]oxy}-3-tert-butoxy-1-(6-methoxypyridin-3-yl)propan-2-yl]-2,2-difluoropropanamide

There total 6 articles about N-[(1R,2S)-1-{[1-(3-bromophenyl)-1H-indazol-5-yl]oxy}-3-tert-butoxy-1-(6-methoxypyridin-3-yl)propan-2-yl]-2,2-difluoropropanamide 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: 37.0%

2,2-difluoropropanoic acid (373-96-6) + (1R,2S)-1-{[1-(3-bromophenyl)-1H-indazol-5-yl]oxy}-3-tert-butoxy-1-(6-methoxypyridin-3-yl)propan-2-amine (1196452-63-7) → N-[(1R,2S)-1-{[1-(3-bromophenyl)-1H-indazol-5-yl]oxy}-3-tert-butoxy-1-(6-methoxypyridin-3-yl)propan-2-yl]-2,2-difluoropropanamide (1196452-65-9)

Guidance literature:

2,2-difluoropropanoic acid; With 1,1'-carbonyldiimidazole; In tetrahydrofuran; for 3h;

(1R,2S)-1-{[1-(3-bromophenyl)-1H-indazol-5-yl]oxy}-3-tert-butoxy-1-(6-methoxypyridin-3-yl)propan-2-amine; In tetrahydrofuran; at 16 - 25 ℃; for 20h;

Reference yield:

9H-fluoren-9-ylmethyl [(2S)-3-tert-butoxy-1-(6-methoxypyridin-3-yl)-1-oxopropan-2-yl]carbamate (1196452-60-4) → N-[(1R,2S)-1-{[1-(3-bromophenyl)-1H-indazol-5-yl]oxy}-3-tert-butoxy-1-(6-methoxypyridin-3-yl)propan-2-yl]-2,2-difluoropropanamide (1196452-65-9)

Guidance literature:

Multi-step reaction with 4 steps

1.1: isopropyl alcohol / aluminum isopropoxide / toluene / 96 h / 65 °C

2.1: piperidine / N,N-dimethyl-formamide / 20 h / 16 - 25 °C

3.1: caesium carbonate / copper(l) iodide; dimethylaminoacetic acid / propyl cyanide / 2 h / 110 °C

3.2: 20 h / 130 °C

4.1: 1,1'-carbonyldiimidazole / tetrahydrofuran / 3 h

4.2: 20 h / 16 - 25 °C

With piperidine; caesium carbonate; isopropyl alcohol; 1,1'-carbonyldiimidazole; copper(l) iodide; dimethylaminoacetic acid; aluminum isopropoxide; In tetrahydrofuran; propyl cyanide; N,N-dimethyl-formamide; toluene;

Reference yield:

(1R,2S)-2-amino-3-(tert-butoxy)-1-(6-methoxypyridin-3-yl)propan-1-ol (1196452-62-6) → N-[(1R,2S)-1-{[1-(3-bromophenyl)-1H-indazol-5-yl]oxy}-3-tert-butoxy-1-(6-methoxypyridin-3-yl)propan-2-yl]-2,2-difluoropropanamide (1196452-65-9)

Guidance literature:

Multi-step reaction with 2 steps

1.1: caesium carbonate / copper(l) iodide; dimethylaminoacetic acid / propyl cyanide / 2 h / 110 °C

1.2: 20 h / 130 °C

2.1: 1,1'-carbonyldiimidazole / tetrahydrofuran / 3 h

2.2: 20 h / 16 - 25 °C

With caesium carbonate; 1,1'-carbonyldiimidazole; copper(l) iodide; dimethylaminoacetic acid; In tetrahydrofuran; propyl cyanide;

upstream raw materials:

2,2-difluoropropanoic acid

(1R,2S)-1-{[1-(3-bromophenyl)-1H-indazol-5-yl]oxy}-3-tert-butoxy-1-(6-methoxypyridin-3-yl)propan-2-amine

(1R,2S)-2-amino-3-(tert-butoxy)-1-(6-methoxypyridin-3-yl)propan-1-ol

9H-fluoren-9-ylmethyl [(1R,2S)-3-tert-butoxy-1-hydroxy-1-(6-methoxypyridin-3-yl)propan-2-yl]carbamate

Downstream raw materials:

3-(5-{[(1R,2S)-3-tert-butoxy-2-[(2,2-difluoropropanoyl)amino]-1-(6-methoxypyridin-3-yl)propyl]oxy}-1H-indazol-1-yl)-N-cyclopentylbenzamide

N-cyclopentyl-3-(5-{[(1R,2S)-2-[(2,2-difluoropropanoyl)amino]-3-hydroxy-1-(6-methoxypyridin-3-yl)propyl]oxy}-1H-indazol-1-yl)benzamide