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

Base Information

• Chemical Name: 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
• CAS No.: 1196452-38-6
• Molecular Formula: C₃₁H₃₃F₂N₅O₅
• Molecular Weight: 593.63
• Mol file: 1196452-38-6.mol

Synonyms: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

Chemical Property of 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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 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

There total 6 articles about 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 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-(5-{[(1R,2S)-3-tert-butoxy-2-[(2,2-difluoropropanoyl)amino]-1-(6-methoxypyridin-3-yl)propyl]oxy}-1H-indazol-1-yl)-N-cyclopentylbenzamide (1196452-59-1) → 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 (1196452-38-6)

Guidance literature:

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; With trifluoroacetic acid; In dichloromethane; at 16 - 25 ℃; for 18h;

With sodium hydrogencarbonate; In dichloromethane; water;

Reference yield:

9H-fluoren-9-ylmethyl [(2S)-3-tert-butoxy-1-(6-methoxypyridin-3-yl)-1-oxopropan-2-yl]carbamate (1196452-60-4) → 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 (1196452-38-6)

Guidance literature:

Multi-step reaction with 6 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

5.1: trans-di(μ-acetato)bis[o-(di-o-tolylphosphino)benzyl]dipalladium(II); tri tert-butylphosphoniumtetrafluoroborate / tetrahydrofuran / 0.1 h / 125 °C / Microwaves

6.1: trifluoroacetic acid / dichloromethane / 18 h / 16 - 25 °C

With piperidine; caesium carbonate; isopropyl alcohol; 1,1'-carbonyldiimidazole; trifluoroacetic acid; copper(l) iodide; trans-di(μ-acetato)bis[o-(di-o-tolylphosphino)benzyl]dipalladium(II); dimethylaminoacetic acid; aluminum isopropoxide; tri tert-butylphosphoniumtetrafluoroborate; In tetrahydrofuran; propyl cyanide; dichloromethane; N,N-dimethyl-formamide; toluene;

Reference yield:

(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-cyclopentyl-3-(5-{[(1R,2S)-2-[(2,2-difluoropropanoyl)amino]-3-hydroxy-1-(6-methoxypyridin-3-yl)propyl]oxy}-1H-indazol-1-yl)benzamide (1196452-38-6)

Guidance literature:

Multi-step reaction with 3 steps

1.1: 1,1'-carbonyldiimidazole / tetrahydrofuran / 3 h

1.2: 20 h / 16 - 25 °C

2.1: trans-di(μ-acetato)bis[o-(di-o-tolylphosphino)benzyl]dipalladium(II); tri tert-butylphosphoniumtetrafluoroborate / tetrahydrofuran / 0.1 h / 125 °C / Microwaves

3.1: trifluoroacetic acid / dichloromethane / 18 h / 16 - 25 °C

With 1,1'-carbonyldiimidazole; trifluoroacetic acid; trans-di(μ-acetato)bis[o-(di-o-tolylphosphino)benzyl]dipalladium(II); tri tert-butylphosphoniumtetrafluoroborate; In tetrahydrofuran; dichloromethane;

upstream 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

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

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

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