tert-butyl 3-(3-(4-(3-acrylamidophenylamino)-5-methylpyrimidin-2-ylamino)phenoxy)propylcarbamate

Base Information

• Chemical Name: tert-butyl 3-(3-(4-(3-acrylamidophenylamino)-5-methylpyrimidin-2-ylamino)phenoxy)propylcarbamate
• CAS No.: 1202756-32-8
• Molecular Formula: C₂₈H₃₄N₆O₄
• Molecular Weight: 518.616
• Mol file: 1202756-32-8.mol

Synonyms:tert-butyl 3-(3-(4-(3-acrylamidophenylamino)-5-methylpyrimidin-2-ylamino)phenoxy)propylcarbamate

Chemical Property of tert-butyl 3-(3-(4-(3-acrylamidophenylamino)-5-methylpyrimidin-2-ylamino)phenoxy)propylcarbamate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of tert-butyl 3-(3-(4-(3-acrylamidophenylamino)-5-methylpyrimidin-2-ylamino)phenoxy)propylcarbamate

There total 10 articles about tert-butyl 3-(3-(4-(3-acrylamidophenylamino)-5-methylpyrimidin-2-ylamino)phenoxy)propylcarbamate 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: 35.8%

tert-butyl 3-(3-(4-(3-aminophenylamino)-5-methylpyrimidin-2-ylamino)phenoxy)propylcarbamate (1202760-19-7) + acryloyl chloride (814-68-6,25189-84-8) → tert-butyl 3-(3-(4-(3-acrylamidophenylamino)-5-methylpyrimidin-2-ylamino)phenoxy)propylcarbamate (1202756-32-8)

Guidance literature:

In 1-methyl-pyrrolidin-2-one; at 0 ℃; for 0.25h;

DOI:10.1124/jpet.113.203489

Reference yield:

N-tert-butoxycarbonyl-3-aminopropanol (58885-58-8) → tert-butyl 3-(3-(4-(3-acrylamidophenylamino)-5-methylpyrimidin-2-ylamino)phenoxy)propylcarbamate (1202756-32-8)

Guidance literature:

Multi-step reaction with 6 steps

1: triethylamine / dichloromethane / 1 h / 20 °C / Inert atmosphere

2: potassium carbonate / N,N-dimethyl-formamide / 16 h / 60 °C

3: hydrogen; palladium 10% on activated carbon / ethanol / 16 h / 20 °C

4: acetic acid / ethanol / 16 h / 90 °C / Sealed tube

5: hydrogen; palladium on activated charcoal / ethanol / 16 h / 20 °C

6: 1-methyl-pyrrolidin-2-one / 0.25 h / 0 °C

With palladium 10% on activated carbon; palladium on activated charcoal; hydrogen; potassium carbonate; acetic acid; triethylamine; In 1-methyl-pyrrolidin-2-one; ethanol; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1124/jpet.113.203489

Reference yield:

tert-butyl 3-(3-(5-methyl-4-(3-nitrophenylamino)pyrimidin-2-ylamino)phenoxy)propylcarbamate (1202760-18-6) → tert-butyl 3-(3-(4-(3-acrylamidophenylamino)-5-methylpyrimidin-2-ylamino)phenoxy)propylcarbamate (1202756-32-8)

Guidance literature:

Multi-step reaction with 2 steps

1: hydrogen; palladium on activated charcoal / ethanol / 16 h / 20 °C

2: 1-methyl-pyrrolidin-2-one / 0.25 h / 0 °C

With palladium on activated charcoal; hydrogen; In 1-methyl-pyrrolidin-2-one; ethanol;

DOI:10.1124/jpet.113.203489

upstream raw materials:

tert-butyl 3-(3-(4-(3-aminophenylamino)-5-methylpyrimidin-2-ylamino)phenoxy)propylcarbamate

acryloyl chloride

2,6-dichloro-5-methylpyrimidine

2-chloro-5-methyl-N⁴-[3-nitrophenyl]pyrimidine4-amine