tert-butyl 2-(4-chloro-3-(7-oxo-7,8-dihydropyrido[2,3-d]pyrimidine-6-carboxamido)benzamido)-2-phenylethylcarbamate

Base Information

• Chemical Name: tert-butyl 2-(4-chloro-3-(7-oxo-7,8-dihydropyrido[2,3-d]pyrimidine-6-carboxamido)benzamido)-2-phenylethylcarbamate
• CAS No.: 1386981-45-8
• Molecular Formula: C₂₈H₂₇ClN₆O₅
• Molecular Weight: 563.013
• Mol file: 1386981-45-8.mol

Synonyms:tert-butyl 2-(4-chloro-3-(7-oxo-7,8-dihydropyrido[2,3-d]pyrimidine-6-carboxamido)benzamido)-2-phenylethylcarbamate

Chemical Property of tert-butyl 2-(4-chloro-3-(7-oxo-7,8-dihydropyrido[2,3-d]pyrimidine-6-carboxamido)benzamido)-2-phenylethylcarbamate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of tert-butyl 2-(4-chloro-3-(7-oxo-7,8-dihydropyrido[2,3-d]pyrimidine-6-carboxamido)benzamido)-2-phenylethylcarbamate

There total 8 articles about tert-butyl 2-(4-chloro-3-(7-oxo-7,8-dihydropyrido[2,3-d]pyrimidine-6-carboxamido)benzamido)-2-phenylethylcarbamate 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: 61.9%

4-Chloro-3-(7-oxo-7,8-dihydropyrido[2,3-d]pyrimidine-6-carboxamido)benzoic acid (1386981-47-0) + (±)-tert-butyl N-(2-amino-2-phenylethyl)carbamate (174885-99-5) → tert-butyl 2-(4-chloro-3-(7-oxo-7,8-dihydropyrido[2,3-d]pyrimidine-6-carboxamido)benzamido)-2-phenylethylcarbamate (1386981-45-8)

Guidance literature:

With triethylamine; HATU; In N,N-dimethyl-formamide; at 20 ℃; for 4h;

Reference yield:

4-amino-5-cyanopyrimidine (16357-69-0) → tert-butyl 2-(4-chloro-3-(7-oxo-7,8-dihydropyrido[2,3-d]pyrimidine-6-carboxamido)benzamido)-2-phenylethylcarbamate (1386981-45-8)

Guidance literature:

Multi-step reaction with 6 steps

1: hydrogen; sulfuric acid / palladium 10% on activated carbon / water / 1.5 h / 20 °C / 930.89 - 1551.49 Torr

2: potassium carbonate; triethylamine / N,N-dimethyl-formamide / 20 - 85 °C

3: water; lithium hydroxide / methanol / 3 h / 65 °C

4: triethylamine; HATU / N,N-dimethyl-formamide / 6.5 h / 20 °C

5: water; lithium hydroxide / tetrahydrofuran; methanol / 2 h / 60 °C

6: triethylamine; HATU / N,N-dimethyl-formamide / 4 h / 20 °C

With sulfuric acid; water; hydrogen; potassium carbonate; triethylamine; HATU; lithium hydroxide; palladium 10% on activated carbon; In tetrahydrofuran; methanol; water; N,N-dimethyl-formamide;

Reference yield:

di-tert-butyl dicarbonate (24424-99-5) → tert-butyl 2-(4-chloro-3-(7-oxo-7,8-dihydropyrido[2,3-d]pyrimidine-6-carboxamido)benzamido)-2-phenylethylcarbamate (1386981-45-8)

Guidance literature:

Multi-step reaction with 4 steps

1: tetrahydrofuran / 0.5 h / 0 - 20 °C

2: triphenylphosphine; diethylazodicarboxylate / tetrahydrofuran / 1 h / 0 - 20 °C

3: hydrazine hydrate / tetrahydrofuran; methanol / 15 h / 65 °C

4: triethylamine; HATU / N,N-dimethyl-formamide / 4 h / 20 °C

With hydrazine hydrate; triethylamine; triphenylphosphine; HATU; diethylazodicarboxylate; In tetrahydrofuran; methanol; N,N-dimethyl-formamide;

upstream raw materials:

di-tert-butyl dicarbonate

4-aminopyrimidine-5-carboxaldehyde

tert-butyl 2-(1,3-dioxoisoindolin-2-yl)-2-phenylethylcarbamate

4-Chloro-3-(7-oxo-7,8-dihydropyrido[2,3-d]pyrimidine-6-carboxamido)benzoic acid

Downstream raw materials:

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