4-[1-Carboxy-1-(2,4-diamino-5-methyl-pyrido[2,3-d]pyrimidin-6-ylmethyl)-but-3-enyl]-benzoic acid

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Chemical Name:4-[1-Carboxy-1-(2,4-diamino-5-methyl-pyrido[2,3-d]pyrimidin-6-ylmethyl)-but-3-enyl]-benzoic acid
CAS No.:184918-78-3
Molecular Formula:C₂₁H₂₁N₅O₄
Molecular Weight:407.429
Hs Code.:

Synonyms:4-[1-Carboxy-1-(2,4-diamino-5-methyl-pyrido[2,3-d]pyrimidin-6-ylmethyl)-but-3-enyl]-benzoic acid

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Chemical Property of 4-[1-Carboxy-1-(2,4-diamino-5-methyl-pyrido[2,3-d]pyrimidin-6-ylmethyl)-but-3-enyl]-benzoic acid

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Technology Process of 4-[1-Carboxy-1-(2,4-diamino-5-methyl-pyrido[2,3-d]pyrimidin-6-ylmethyl)-but-3-enyl]-benzoic acid

There total 6 articles about 4-[1-Carboxy-1-(2,4-diamino-5-methyl-pyrido[2,3-d]pyrimidin-6-ylmethyl)-but-3-enyl]-benzoic acid 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: 72.0%

: 184918-76-1
4-[1-(2,4-Diamino-5-methyl-pyrido[2,3-d]pyrimidin-6-ylmethyl)-1-methoxycarbonyl-but-3-enyl]-benzoic acid methyl ester

: 184918-78-3
4-[1-Carboxy-1-(2,4-diamino-5-methyl-pyrido[2,3-d]pyrimidin-6-ylmethyl)-but-3-enyl]-benzoic acid

Guidance literature:: With sodium hydroxide; In dimethyl sulfoxide; at 20 - 60 ℃; for 96h;
DOI:10.1021/jm950553y

Reference yield:

: 50685-26-2
4-(cyanomethyl)benzoic acid

: 184918-78-3
4-[1-Carboxy-1-(2,4-diamino-5-methyl-pyrido[2,3-d]pyrimidin-6-ylmethyl)-but-3-enyl]-benzoic acid

Guidance literature:: Multi-step reaction with 5 steps

1: 90 percent / aq. H₂SO₄ / 6 h / Heating

2: 91 percent / H₂SO₄ / a) from 20 deg C to 25 deg C, 3 d, b) reflux, 4.5 h

3: 89 percent / KH

4: 1.) NaH / 1.) DMF, 0 deg C, 0.5 h, 2.) DMF, from -25 deg C to 25 deg C

5: 72 percent / 4N NaOH / dimethylsulfoxide / 96 h / 20 - 60 °C

With sodium hydroxide; sulfuric acid; potassium hydride; sodium hydride; In dimethyl sulfoxide;
DOI:10.1021/jm950553y

Reference yield:

: 1642-81-5
p-(chloromethyl)benzoic acid

: 184918-78-3
4-[1-Carboxy-1-(2,4-diamino-5-methyl-pyrido[2,3-d]pyrimidin-6-ylmethyl)-but-3-enyl]-benzoic acid

Guidance literature:: Multi-step reaction with 6 steps

1: 100 percent / aq. NaHCO₃ / tetrahydrofuran / 48 h / 20 - 25 °C

2: 90 percent / aq. H₂SO₄ / 6 h / Heating

3: 91 percent / H₂SO₄ / a) from 20 deg C to 25 deg C, 3 d, b) reflux, 4.5 h

4: 89 percent / KH

5: 1.) NaH / 1.) DMF, 0 deg C, 0.5 h, 2.) DMF, from -25 deg C to 25 deg C

6: 72 percent / 4N NaOH / dimethylsulfoxide / 96 h / 20 - 60 °C

With sodium hydroxide; sulfuric acid; potassium hydride; sodium hydride; sodium hydrogencarbonate; In tetrahydrofuran; dimethyl sulfoxide;
DOI:10.1021/jm950553y