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

Base Information

• Chemical Name: 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
• CAS No.: 1196452-59-1
• Molecular Formula: C₃₅H₄₁F₂N₅O₅
• Molecular Weight: 649.738
• Mol file: 1196452-59-1.mol

Synonyms: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

Chemical Property of 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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 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

There total 7 articles about 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 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:

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) + Cyclopentamine (1003-03-8) + molybdenum hexacarbonyl (13939-06-5,199620-15-0) → 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)

Guidance literature:

trans-di(μ-acetato)bis[o-(di-o-tolylphosphino)benzyl]dipalladium(II); tri tert-butylphosphoniumtetrafluoroborate; In tetrahydrofuran; at 125 ℃; for 0.1h; Microwaves;

Reference yield:

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

Guidance literature:

Multi-step reaction with 5 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

With piperidine; caesium carbonate; isopropyl alcohol; 1,1'-carbonyldiimidazole; 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; 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) → 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)

Guidance literature:

Multi-step reaction with 2 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

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

upstream raw materials:

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

Cyclopentamine

molybdenum hexacarbonyl

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

Downstream raw materials:

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