N-(5-(5-amino-1-phenylpentylcarbamoyl)-2-chlorophenyl)-2-methoxy-7-oxo-7,8-dihydropyrido[2,3-d]pyrimidine-6-carboxamide

Base Information

• Chemical Name: N-(5-(5-amino-1-phenylpentylcarbamoyl)-2-chlorophenyl)-2-methoxy-7-oxo-7,8-dihydropyrido[2,3-d]pyrimidine-6-carboxamide
• CAS No.: 1386980-57-9
• Molecular Formula: C₂₇H₂₇ClN₆O₄
• Molecular Weight: 535.002
• Mol file: 1386980-57-9.mol

Synonyms:N-(5-(5-amino-1-phenylpentylcarbamoyl)-2-chlorophenyl)-2-methoxy-7-oxo-7,8-dihydropyrido[2,3-d]pyrimidine-6-carboxamide

Chemical Property of N-(5-(5-amino-1-phenylpentylcarbamoyl)-2-chlorophenyl)-2-methoxy-7-oxo-7,8-dihydropyrido[2,3-d]pyrimidine-6-carboxamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-(5-(5-amino-1-phenylpentylcarbamoyl)-2-chlorophenyl)-2-methoxy-7-oxo-7,8-dihydropyrido[2,3-d]pyrimidine-6-carboxamide

There total 11 articles about N-(5-(5-amino-1-phenylpentylcarbamoyl)-2-chlorophenyl)-2-methoxy-7-oxo-7,8-dihydropyrido[2,3-d]pyrimidine-6-carboxamide 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: 92.1%

tert-butyl 5-(4-chloro-3-(2-methoxy-7-oxo-7,8-dihydropyrido[2,3-d]pyrimidine-6-carboxamido)benzamido)-5-phenylpentylcarbamate (1386982-00-8) → N-(5-(5-amino-1-phenylpentylcarbamoyl)-2-chlorophenyl)-2-methoxy-7-oxo-7,8-dihydropyrido[2,3-d]pyrimidine-6-carboxamide (1386980-57-9)

Guidance literature:

tert-butyl 5-(4-chloro-3-(2-methoxy-7-oxo-7,8-dihydropyrido[2,3-d]pyrimidine-6-carboxamido)benzamido)-5-phenylpentylcarbamate; With trifluoroacetic acid; In dichloromethane; at 20 ℃; for 18h;

With sodium carbonate; In dichloromethane;

Reference yield:

(5-oxo-5-phenyl-pentyl)-carbamic acid tert-butyl ester (116437-42-4) → N-(5-(5-amino-1-phenylpentylcarbamoyl)-2-chlorophenyl)-2-methoxy-7-oxo-7,8-dihydropyrido[2,3-d]pyrimidine-6-carboxamide (1386980-57-9)

Guidance literature:

Multi-step reaction with 4 steps

1.1: hydroxylamine hydrochloride; sodium acetate / ethanol; water / 5 h / Reflux

2.1: hydrogen / palladium 10% on activated carbon / methanol / 18 h

3.1: triethylamine; HATU / N,N-dimethyl-formamide / 0.5 h / 20 °C

3.2: 18 h / 20 °C

4.1: trifluoroacetic acid / dichloromethane / 18 h / 20 °C

With hydroxylamine hydrochloride; hydrogen; sodium acetate; triethylamine; HATU; trifluoroacetic acid; palladium 10% on activated carbon; In methanol; ethanol; dichloromethane; water; N,N-dimethyl-formamide;

Reference yield:

phenylmagnesium bromide (100-58-3) → N-(5-(5-amino-1-phenylpentylcarbamoyl)-2-chlorophenyl)-2-methoxy-7-oxo-7,8-dihydropyrido[2,3-d]pyrimidine-6-carboxamide (1386980-57-9)

Guidance literature:

Multi-step reaction with 5 steps

1.1: tetrahydrofuran / 0.67 h / -78 °C

2.1: hydroxylamine hydrochloride; sodium acetate / ethanol; water / 5 h / Reflux

3.1: hydrogen / palladium 10% on activated carbon / methanol / 18 h

4.1: triethylamine; HATU / N,N-dimethyl-formamide / 0.5 h / 20 °C

4.2: 18 h / 20 °C

5.1: trifluoroacetic acid / dichloromethane / 18 h / 20 °C

With hydroxylamine hydrochloride; hydrogen; sodium acetate; triethylamine; HATU; trifluoroacetic acid; palladium 10% on activated carbon; In tetrahydrofuran; methanol; ethanol; dichloromethane; water; N,N-dimethyl-formamide;

upstream raw materials:

4-chloro-3-[(2-methoxy-7-oxo-7,8-dihydro-pyrido[2,3-d]pyrimidine-6-carbonyl)-amino]-benzoic acid methyl ester

2-methoxy-7-oxo-7,8-dihydro-pyrido[2,3-d]pyrimidine-6-carboxylic acid methyl ester

2-methoxy-7-oxo-7,8-dihydro-pyrido[2,3-d]pyrimidine-6-carboxylic acid

phenylmagnesium bromide