2-{3-[3-(2,4-diamino-pyrimidin-5-ylmethyl)-4-methoxy-phenyl]-prop-2-ynyloxy}-benzoic acid ethyl ester

Base Information

• Chemical Name: 2-{3-[3-(2,4-diamino-pyrimidin-5-ylmethyl)-4-methoxy-phenyl]-prop-2-ynyloxy}-benzoic acid ethyl ester
• CAS No.: 528599-01-1
• Molecular Formula: C₂₄H₂₄N₄O₄
• Molecular Weight: 432.479
• Mol file: 528599-01-1.mol

Synonyms:2-{3-[3-(2,4-diamino-pyrimidin-5-ylmethyl)-4-methoxy-phenyl]-prop-2-ynyloxy}-benzoic acid ethyl ester

Chemical Property of 2-{3-[3-(2,4-diamino-pyrimidin-5-ylmethyl)-4-methoxy-phenyl]-prop-2-ynyloxy}-benzoic acid ethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-{3-[3-(2,4-diamino-pyrimidin-5-ylmethyl)-4-methoxy-phenyl]-prop-2-ynyloxy}-benzoic acid ethyl ester

There total 2 articles about 2-{3-[3-(2,4-diamino-pyrimidin-5-ylmethyl)-4-methoxy-phenyl]-prop-2-ynyloxy}-benzoic acid ethyl ester 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:

2,4-diamino-5-(5'-iodo-2'-methoxybenzyl)pyrimidine (85555-97-1) + ethyl 2-(prop-2-yn-1-yloxy)benzoate (528599-00-0) → 2-{3-[3-(2,4-diamino-pyrimidin-5-ylmethyl)-4-methoxy-phenyl]-prop-2-ynyloxy}-benzoic acid ethyl ester (528599-01-1)

Guidance literature:

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine; In N,N-dimethyl-formamide; at 65 ℃; for 3h;

DOI:10.1021/jm020466n DOI:10.1021/jm030438k

Reference yield:

2-hydroxy-benzoic acid ethyl ester (118-61-6) → 2-{3-[3-(2,4-diamino-pyrimidin-5-ylmethyl)-4-methoxy-phenyl]-prop-2-ynyloxy}-benzoic acid ethyl ester (528599-01-1)

Guidance literature:

Multi-step reaction with 2 steps

1: K₂CO₃; 18-crown-6 / toluene; dimethylformamide / 20 h / 20 °C

2: (Ph₃P)2PdCl₂; CuI; Et₃N / dimethylformamide / 3 h / 65 °C

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; 18-crown-6 ether; potassium carbonate; triethylamine; In N,N-dimethyl-formamide; toluene; 2: Sonogashira reaction;

DOI:10.1021/jm020466n

Reference yield:

2-{3-[3-(2,4-diamino-pyrimidin-5-ylmethyl)-4-methoxy-phenyl]-prop-2-ynyloxy}-benzoic acid ethyl ester (528599-01-1) → 2-{3-[3-(2,4-diamino-pyrimidin-5-ylmethyl)-4-methoxy-phenyl]-propoxy}-benzoic acid ethyl ester

Guidance literature:

With hydrogen; palladium on activated charcoal; In N,N-dimethyl-formamide; for 72h; under 2280 Torr;

DOI:10.1021/jm030438k

upstream raw materials:

2,4-diamino-5-(5'-iodo-2'-methoxybenzyl)pyrimidine

ethyl 2-(prop-2-yn-1-yloxy)benzoate

2-hydroxy-benzoic acid ethyl ester

Downstream raw materials:

2-{3-[3-(2,4-diamino-pyrimidin-5-ylmethyl)-4-methoxy-phenyl]-prop-2-ynyloxy}-benzoic acid