5-[3-(2,4-diamino-5-methyl-pyrido[2,3-d]pyrimidin-6-ylmethyl)-4-methoxy-phenyl]-pent-4-ynoic acid benzyl ester

Base Information

Chemical Name:5-[3-(2,4-diamino-5-methyl-pyrido[2,3-d]pyrimidin-6-ylmethyl)-4-methoxy-phenyl]-pent-4-ynoic acid benzyl ester
CAS No.:860771-49-9
Molecular Formula:C₂₈H₂₇N₅O₃
Molecular Weight:481.554
Hs Code.:

5-[3-(2,4-diamino-5-methyl-pyrido[2,3-<i>d</i>]pyrimidin-6-ylmethyl)-4-methoxy-phenyl]-pent-4-ynoic acid benzyl ester

Synonyms:5-[3-(2,4-diamino-5-methyl-pyrido[2,3-d]pyrimidin-6-ylmethyl)-4-methoxy-phenyl]-pent-4-ynoic acid benzyl ester

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Chemical Property of 5-[3-(2,4-diamino-5-methyl-pyrido[2,3-d]pyrimidin-6-ylmethyl)-4-methoxy-phenyl]-pent-4-ynoic acid benzyl ester

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Technology Process of 5-[3-(2,4-diamino-5-methyl-pyrido[2,3-d]pyrimidin-6-ylmethyl)-4-methoxy-phenyl]-pent-4-ynoic acid benzyl ester

There total 9 articles about 5-[3-(2,4-diamino-5-methyl-pyrido[2,3-d]pyrimidin-6-ylmethyl)-4-methoxy-phenyl]-pent-4-ynoic acid benzyl 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: 22.0%

: 860771-47-7
6-(5-iodo-2-methoxy-benzyl)-5-methyl-pyrido[2,3-d]pyrimidine-2,4-diamine

: 126378-11-8
4-pentynoic acid benzyl ester

: 860771-49-9
5-[3-(2,4-diamino-5-methyl-pyrido[2,3-d]pyrimidin-6-ylmethyl)-4-methoxy-phenyl]-pent-4-ynoic acid benzyl ester

Guidance literature:: With triethylamine; triphenylphosphine; copper(I) bromide; bis-triphenylphosphine-palladium(II) chloride; In N,N-dimethyl-formamide; at 80 ℃; for 120h;
DOI:10.1021/jm0581718

Reference yield:

: 860771-44-4
2,4-diamino-5-methyl-6-(2'-methoxybenzyl)-7-chloropyrido[2,3-d]pyrimidine

: 860771-49-9
5-[3-(2,4-diamino-5-methyl-pyrido[2,3-d]pyrimidin-6-ylmethyl)-4-methoxy-phenyl]-pent-4-ynoic acid benzyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: sodium formate; Pd/C / 2-methoxy-ethanol / Heating

2: 66 percent / N-iodosuccinimide / trifluoroacetic acid / 20 °C

3: 22 percent / CuBr; Ph₃P; Et₃N / (Ph₃P)2PdCl₂ / dimethylformamide / 120 h / 80 °C

With palladium on activated charcoal; N-iodo-succinimide; sodium formate; triethylamine; triphenylphosphine; copper(I) bromide; bis-triphenylphosphine-palladium(II) chloride; In 2-methoxy-ethanol; N,N-dimethyl-formamide; trifluoroacetic acid; 3: Sonogashira reaction;
DOI:10.1021/jm0581718

Reference yield:

: 6089-09-4
4-pentynoic acid

: 860771-49-9
5-[3-(2,4-diamino-5-methyl-pyrido[2,3-d]pyrimidin-6-ylmethyl)-4-methoxy-phenyl]-pent-4-ynoic acid benzyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 93 percent / Cs₂CO₃ / dimethylformamide

2: 22 percent / CuBr; Ph₃P; Et₃N / (Ph₃P)2PdCl₂ / dimethylformamide / 120 h / 80 °C

With caesium carbonate; triethylamine; triphenylphosphine; copper(I) bromide; bis-triphenylphosphine-palladium(II) chloride; In N,N-dimethyl-formamide; 2: Sonogashira reaction;
DOI:10.1021/jm0581718