methyl N-[(1R,3S)-3-[[2-(5-chloro-1H-pyrrolo[2,3-b]pyridin-3-yl)-5-fluoro-pyrimidin-4-yl]amino]cyclohexyl]carbamate hydrochloride

Base Information

• Chemical Name: methyl N-[(1R,3S)-3-[[2-(5-chloro-1H-pyrrolo[2,3-b]pyridin-3-yl)-5-fluoro-pyrimidin-4-yl]amino]cyclohexyl]carbamate hydrochloride
• CAS No.: 1259278-15-3
• Molecular Formula: C₁₉H₂₀ClFN₆O₂
• Molecular Weight: 418.858
• Mol file: 1259278-15-3.mol

Synonyms:methyl N-[(1R,3S)-3-[[2-(5-chloro-1H-pyrrolo[2,3-b]pyridin-3-yl)-5-fluoro-pyrimidin-4-yl]amino]cyclohexyl]carbamate hydrochloride

Chemical Property of methyl N-[(1R,3S)-3-[[2-(5-chloro-1H-pyrrolo[2,3-b]pyridin-3-yl)-5-fluoro-pyrimidin-4-yl]amino]cyclohexyl]carbamate hydrochloride

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl N-[(1R,3S)-3-[[2-(5-chloro-1H-pyrrolo[2,3-b]pyridin-3-yl)-5-fluoro-pyrimidin-4-yl]amino]cyclohexyl]carbamate hydrochloride

There total 7 articles about methyl N-[(1R,3S)-3-[[2-(5-chloro-1H-pyrrolo[2,3-b]pyridin-3-yl)-5-fluoro-pyrimidin-4-yl]amino]cyclohexyl]carbamate hydrochloride 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:

methyl N-[(1R,3S)-3-aminocyclohexyl]carbamate (1259278-14-2) + 5-chloro-3-(5-fluoro-4-methylsulfinyl-pyrimidin-2-yl)-1-(p-tolylsulfonyl)pyrrolo[2,3-b]pyridine (1259012-01-5) → methyl N-[(1R,3S)-3-[[2-(5-chloro-1H-pyrrolo[2,3-b]pyridin-3-yl)-5-fluoro-pyrimidin-4-yl]amino]cyclohexyl]carbamate hydrochloride (1259278-15-3)

Guidance literature:

With hydrogenchloride; lithium hydroxide; In tetrahydrofuran; 1,4-dioxane;

Reference yield:

methyl N-[(1R,3S)-3-benzyloxycarbonylaminocyclohexyl]carbamate (1259278-13-1) → methyl N-[(1R,3S)-3-[[2-(5-chloro-1H-pyrrolo[2,3-b]pyridin-3-yl)-5-fluoro-pyrimidin-4-yl]amino]cyclohexyl]carbamate hydrochloride (1259278-15-3)

Guidance literature:

Multi-step reaction with 2 steps

1: palladium-carbon / ethanol

2: hydrogenchloride; lithium hydroxide / 1,4-dioxane; tetrahydrofuran

With hydrogenchloride; lithium hydroxide; palladium-carbon; In tetrahydrofuran; 1,4-dioxane; ethanol;

Reference yield:

ethyl (1R,3S)-3-benzyloxycarbonylaminocyclohexane-1-carboxylate (1259278-09-5) → methyl N-[(1R,3S)-3-[[2-(5-chloro-1H-pyrrolo[2,3-b]pyridin-3-yl)-5-fluoro-pyrimidin-4-yl]amino]cyclohexyl]carbamate hydrochloride (1259278-15-3)

Guidance literature:

Multi-step reaction with 6 steps

1.1: lithium hydroxide; water / tetrahydrofuran

2.1: pyridine; di-tert-butyl dicarbonate; ammonium bicarbonate

3.1: bis-[(trifluoroacetoxy)iodo]benzene / water; acetonitrile / 20 °C

4.1: triethylamine / tetrahydrofuran / 1 h / 20 °C

5.1: palladium 10% on activated carbon; hydrogen / ethanol

6.1: tetrahydrofuran / 0.33 h / 130 °C / Microwave irradiation

6.2: 0.33 h / 130 °C / Microwave irradiation

With pyridine; di-tert-butyl dicarbonate; palladium 10% on activated carbon; water; hydrogen; ammonium bicarbonate; triethylamine; bis-[(trifluoroacetoxy)iodo]benzene; lithium hydroxide; In tetrahydrofuran; ethanol; water; acetonitrile;

upstream raw materials:

methyl N-[(1R,3S)-3-aminocyclohexyl]carbamate

5-chloro-3-(5-fluoro-4-methylsulfinyl-pyrimidin-2-yl)-1-(p-tolylsulfonyl)pyrrolo[2,3-b]pyridine

methyl N-[(1R,3S)-3-benzyloxycarbonylaminocyclohexyl]carbamate

(1S,3R)-3-ethoxycarbonylcyclohexane-1-carboxylic acid