tert-butyl ((3R)-1-(3-(2-cyanobenzyl)-4-oxo-4,7-dihydro-3H-pyrrolo[2,3-d]pyrimidin-2-yl)piperidin-3-yl)carbamate

Base Information

• Chemical Name: tert-butyl ((3R)-1-(3-(2-cyanobenzyl)-4-oxo-4,7-dihydro-3H-pyrrolo[2,3-d]pyrimidin-2-yl)piperidin-3-yl)carbamate
• CAS No.: 1377432-83-1
• Molecular Formula: C₂₄H₂₈N₆O₃
• Molecular Weight: 448.525
• Mol file: 1377432-83-1.mol

Synonyms:tert-butyl ((3R)-1-(3-(2-cyanobenzyl)-4-oxo-4,7-dihydro-3H-pyrrolo[2,3-d]pyrimidin-2-yl)piperidin-3-yl)carbamate

Chemical Property of tert-butyl ((3R)-1-(3-(2-cyanobenzyl)-4-oxo-4,7-dihydro-3H-pyrrolo[2,3-d]pyrimidin-2-yl)piperidin-3-yl)carbamate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of tert-butyl ((3R)-1-(3-(2-cyanobenzyl)-4-oxo-4,7-dihydro-3H-pyrrolo[2,3-d]pyrimidin-2-yl)piperidin-3-yl)carbamate

There total 7 articles about tert-butyl ((3R)-1-(3-(2-cyanobenzyl)-4-oxo-4,7-dihydro-3H-pyrrolo[2,3-d]pyrimidin-2-yl)piperidin-3-yl)carbamate 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: 74.4%

di-tert-butyl dicarbonate (24424-99-5) + 2-((2-((R)-3-aminopiperidin-1-yl)-4-oxo-4,7-dihydro-3H-pyrrolo[2,3-d]pyrimidin-3-yl)methyl)benzonitrile (1245810-97-2) → tert-butyl ((3R)-1-(3-(2-cyanobenzyl)-4-oxo-4,7-dihydro-3H-pyrrolo[2,3-d]pyrimidin-2-yl)piperidin-3-yl)carbamate (1377432-83-1)

Guidance literature:

2-((2-((R)-3-aminopiperidin-1-yl)-4-oxo-4,7-dihydro-3H-pyrrolo[2,3-d]pyrimidin-3-yl)methyl)benzonitrile; With potassium carbonate; In dichloromethane; at 0 ℃; for 0.5h;

di-tert-butyl dicarbonate; In dichloromethane; at 20 ℃;

DOI:10.1016/j.ejmech.2012.03.015

Reference yield:

tert-butyl 2-chloro-4-hydroxy-7H-pyrrolo[2,3-d]pyrimidine-7-carboxylate (1245811-23-7) → tert-butyl ((3R)-1-(3-(2-cyanobenzyl)-4-oxo-4,7-dihydro-3H-pyrrolo[2,3-d]pyrimidin-2-yl)piperidin-3-yl)carbamate (1377432-83-1)

Guidance literature:

Multi-step reaction with 3 steps

1.1: sodium hydride / 1,2-dimethoxyethane; N,N-dimethyl-formamide / 0.33 h / 0 °C

1.2: 0 - 20 °C

1.3: 65 °C

2.1: sodium hydrogencarbonate / ethanol / 6 h / 150 °C

3.1: potassium carbonate / dichloromethane / 0.5 h / 0 °C

3.2: 20 °C

With sodium hydride; sodium hydrogencarbonate; potassium carbonate; In 1,2-dimethoxyethane; ethanol; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1016/j.ejmech.2012.03.015

Reference yield:

2-((2-chloro-4-oxo-4,7-dihydro-3H-pyrrolo[2,3-d]pyrimidin-3-yl)methyl)benzonitrile (1245811-24-8) → tert-butyl ((3R)-1-(3-(2-cyanobenzyl)-4-oxo-4,7-dihydro-3H-pyrrolo[2,3-d]pyrimidin-2-yl)piperidin-3-yl)carbamate (1377432-83-1)

Guidance literature:

Multi-step reaction with 2 steps

1.1: sodium hydrogencarbonate / ethanol / 6 h / 150 °C

2.1: potassium carbonate / dichloromethane / 0.5 h / 0 °C

2.2: 20 °C

With sodium hydrogencarbonate; potassium carbonate; In ethanol; dichloromethane;

DOI:10.1016/j.ejmech.2012.03.015

upstream raw materials:

2-chloro-7H-pyrrolo[2,3-d]pyrimidin-4-ol

tert-butyl 2-chloro-4-hydroxy-7H-pyrrolo[2,3-d]pyrimidine-7-carboxylate

2-((2-chloro-4-oxo-4,7-dihydro-3H-pyrrolo[2,3-d]pyrimidin-3-yl)methyl)benzonitrile

di-tert-butyl dicarbonate

Downstream raw materials:

tert-butyl ((3R)-1-(6-bromo-3-(2-cyanobenzyl)-4-oxo-4,7-dihydro-3H-pyrrolo[2,3-d]pyrimidin-2-yl)piperidin-3-yl)carbamate

tert-butyl ((3R)-1-(3-(2-cyanobenzyl)-4-oxo-6-(4-(trifluoromethyl)phenyl)-4,7-dihydro-3H-pyrrolo[2,3-d]pyrimidin-2-yl)piperidin-3-yl)carbamate

tert-butyl ((3R)-1-(3-(2-cyanobenzyl)-6-(4-fluorophenyl)-4-oxo-4,7-dihydro-3H-pyrrolo[2,3-d]pyrimidin-2-yl)piperidin-3-yl)carbamate

tert-butyl ((3R)-1-(3-(2-cyanobenzyl)-4-oxo-6-(pyridin-3-yl)-4,7-dihydro-3H-pyrrolo[2,3-d]pyrimidin-2-yl)piperidin-3-yl)carbamate