methyl 4-[N-(2-amino-4,7-dioxo-3,4,5,6,7,8-hexahydropyrido[2,3-d]pyrimidin-6-ylmethyl)amino]benzoate

Base Information

• Chemical Name: methyl 4-[N-(2-amino-4,7-dioxo-3,4,5,6,7,8-hexahydropyrido[2,3-d]pyrimidin-6-ylmethyl)amino]benzoate
• CAS No.: 271253-85-1
• Molecular Formula: C₁₆H₁₇N₅O₄
• Molecular Weight: 343.342

Synonyms:methyl 4-[N-(2-amino-4,7-dioxo-3,4,5,6,7,8-hexahydropyrido[2,3-d]pyrimidin-6-ylmethyl)amino]benzoate

Chemical Property of methyl 4-[N-(2-amino-4,7-dioxo-3,4,5,6,7,8-hexahydropyrido[2,3-d]pyrimidin-6-ylmethyl)amino]benzoate

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Technology Process of methyl 4-[N-(2-amino-4,7-dioxo-3,4,5,6,7,8-hexahydropyrido[2,3-d]pyrimidin-6-ylmethyl)amino]benzoate

There total 2 articles about methyl 4-[N-(2-amino-4,7-dioxo-3,4,5,6,7,8-hexahydropyrido[2,3-d]pyrimidin-6-ylmethyl)amino]benzoate 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: 56.0%

guanidine nitrate (113-00-8) + dimethyl 2-cyano-4-(4-methoxycarbonylphenylaminomethyl)pentanedioate (357400-67-0) → methyl 4-[N-(2-amino-4,7-dioxo-3,4,5,6,7,8-hexahydropyrido[2,3-d]pyrimidin-6-ylmethyl)amino]benzoate (271253-85-1)

Guidance literature:

In methanol; Heating;

DOI:10.1021/jm990411u

Reference yield:

methyl p-[N-(2-methoxycarbonylallyl)amino]benzoate (213256-73-6) → methyl 4-[N-(2-amino-4,7-dioxo-3,4,5,6,7,8-hexahydropyrido[2,3-d]pyrimidin-6-ylmethyl)amino]benzoate (271253-85-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 41 percent / NaOMe / methanol / 35 °C

2: 56 percent / methanol / Heating

With sodium methylate; In methanol; 1: Michael addition;

DOI:10.1021/jm990411u

Reference yield: 100.0%

methyl 4-[N-(2-amino-4,7-dioxo-3,4,5,6,7,8-hexahydropyrido[2,3-d]pyrimidin-6-ylmethyl)amino]benzoate (271253-85-1) → 4-[N-(2-amino-4,7-dioxo-3,4,5,6,7,8-hexahydropyrido[2,3-d]pyrimidin-6-ylmethyl)amino]benzoic acid (357400-64-7)

Guidance literature:

With sodium hydroxide; at 20 ℃;

DOI:10.1021/jm990411u

upstream raw materials:

guanidine nitrate

dimethyl 2-cyano-4-(4-methoxycarbonylphenylaminomethyl)pentanedioate

methyl p-[N-(2-methoxycarbonylallyl)amino]benzoate

Downstream raw materials:

4-[N-(2-amino-4,7-dioxo-3,4,5,6,7,8-hexahydropyrido[2,3-d]pyrimidin-6-ylmethyl)amino]benzoic acid

dimethyl N-{4-[N-(2-amino-4,7-dioxo-3,4,5,6,7,8-hexahydropyrido[2,3-d]pyrimidin-6-ylmethyl)amino]benzoyl}-L-glutamate

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