4-[2-(2,4-diamino-5-methyl-pyrido[2,3-d]pyrimidin-6-ylmethyl)-4-methoxy-phenoxy]-butyric acid ethyl ester

Base Information

• Chemical Name: 4-[2-(2,4-diamino-5-methyl-pyrido[2,3-d]pyrimidin-6-ylmethyl)-4-methoxy-phenoxy]-butyric acid ethyl ester
• CAS No.: 860771-39-7
• Molecular Formula: C₂₂H₂₇N₅O₄
• Molecular Weight: 425.487
• Mol file: 860771-39-7.mol

Synonyms:4-[2-(2,4-diamino-5-methyl-pyrido[2,3-d]pyrimidin-6-ylmethyl)-4-methoxy-phenoxy]-butyric acid ethyl ester

Chemical Property of 4-[2-(2,4-diamino-5-methyl-pyrido[2,3-d]pyrimidin-6-ylmethyl)-4-methoxy-phenoxy]-butyric acid ethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-[2-(2,4-diamino-5-methyl-pyrido[2,3-d]pyrimidin-6-ylmethyl)-4-methoxy-phenoxy]-butyric acid ethyl ester

There total 7 articles about 4-[2-(2,4-diamino-5-methyl-pyrido[2,3-d]pyrimidin-6-ylmethyl)-4-methoxy-phenoxy]-butyric 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-methyl-6-(2-hydroxy-5-methoxybenzyl)pyrido [2,3-d ]pyrimidine (118252-37-2) + Ethyl 4-bromobutyrate (2969-81-5) → 4-[2-(2,4-diamino-5-methyl-pyrido[2,3-d]pyrimidin-6-ylmethyl)-4-methoxy-phenoxy]-butyric acid ethyl ester (860771-39-7)

Guidance literature:

With sodium ethanolate; In dimethyl sulfoxide; at 20 ℃;

DOI:10.1021/jm0581718

Reference yield:

2-benzyloxy-5-methoxybenzyl chloride (214072-74-9) → 4-[2-(2,4-diamino-5-methyl-pyrido[2,3-d]pyrimidin-6-ylmethyl)-4-methoxy-phenoxy]-butyric acid ethyl ester (860771-39-7)

Guidance literature:

Multi-step reaction with 5 steps

1.1: NaH / tetrahydrofuran / 2.5 h / 20 °C

1.2: 73 percent / tetrahydrofuran / Heating

2.1: 1-methyl-pyrrolidin-2-one / 3 h / 190 °C

3.1: 2.6 g / oxalyl chloride; DMF / CH₂Cl₂ / 3 h / Heating

4.1: sodium formate; Pd/C / 2-methoxy-ethanol / 4 h / Heating

5.1: 240 mg / NaOEt / dimethylsulfoxide / 20 °C

With palladium on activated charcoal; oxalyl dichloride; sodium ethanolate; sodium formate; sodium hydride; N,N-dimethyl-formamide; In tetrahydrofuran; 1-methyl-pyrrolidin-2-one; dichloromethane; 2-methoxy-ethanol; dimethyl sulfoxide;

DOI:10.1021/jm0581718

Reference yield:

(2-(benzyloxy)-5-methoxyphenyl)methanol (214072-73-8) → 4-[2-(2,4-diamino-5-methyl-pyrido[2,3-d]pyrimidin-6-ylmethyl)-4-methoxy-phenoxy]-butyric acid ethyl ester (860771-39-7)

Guidance literature:

Multi-step reaction with 6 steps

1.1: 86 percent / SOCl₂; pyridine / benzene; CH₂Cl₂ / 2 h / 20 °C

2.1: NaH / tetrahydrofuran / 2.5 h / 20 °C

2.2: 73 percent / tetrahydrofuran / Heating

3.1: 1-methyl-pyrrolidin-2-one / 3 h / 190 °C

4.1: 2.6 g / oxalyl chloride; DMF / CH₂Cl₂ / 3 h / Heating

5.1: sodium formate; Pd/C / 2-methoxy-ethanol / 4 h / Heating

6.1: 240 mg / NaOEt / dimethylsulfoxide / 20 °C

With pyridine; palladium on activated charcoal; thionyl chloride; oxalyl dichloride; sodium ethanolate; sodium formate; sodium hydride; N,N-dimethyl-formamide; In tetrahydrofuran; 1-methyl-pyrrolidin-2-one; dichloromethane; 2-methoxy-ethanol; dimethyl sulfoxide; benzene;

DOI:10.1021/jm0581718

upstream raw materials:

2,4-diamino-5-methyl-6-(2-hydroxy-5-methoxybenzyl)pyrido [2,3-d ]pyrimidine

Ethyl 4-bromobutyrate

2-benzyloxy-5-methoxybenzyl chloride

(2-(benzyloxy)-5-methoxyphenyl)methanol