N²-(2-methoxy-4-(1-methyl-1H-pyrazol-4-yl)phenyl)-5-methyl-N⁸-neopentylpyrido[3,4-d]pyrimidine-2,8-diamine

Base Information

• Chemical Name: N²-(2-methoxy-4-(1-methyl-1H-pyrazol-4-yl)phenyl)-5-methyl-N⁸-neopentylpyrido[3,4-d]pyrimidine-2,8-diamine
• CAS No.: 1578245-11-0
• Molecular Formula: C₂₄H₂₉N₇O
• Molecular Weight: 431.541

Synonyms:N²-(2-methoxy-4-(1-methyl-1H-pyrazol-4-yl)phenyl)-5-methyl-N⁸-neopentylpyrido[3,4-d]pyrimidine-2,8-diamine

Chemical Property of N²-(2-methoxy-4-(1-methyl-1H-pyrazol-4-yl)phenyl)-5-methyl-N⁸-neopentylpyrido[3,4-d]pyrimidine-2,8-diamine

Chemical Property:

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Technology Process of N²-(2-methoxy-4-(1-methyl-1H-pyrazol-4-yl)phenyl)-5-methyl-N⁸-neopentylpyrido[3,4-d]pyrimidine-2,8-diamine

There total 7 articles about N²-(2-methoxy-4-(1-methyl-1H-pyrazol-4-yl)phenyl)-5-methyl-N⁸-neopentylpyrido[3,4-d]pyrimidine-2,8-diamine 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: 31.0%

2.2-dimethylpropylamine (5813-64-9) + 8-chloro-N-(2-methoxy-4-(1-methyl-1H-pyrazol-4-yl)phenyl)-5-methylpyrido[3,4-d]pyrimidin-2-amine → N2-(2-methoxy-4-(1-methyl-1H-pyrazol-4-yl)phenyl)-5-methyl-N8-neopentylpyrido[3,4-d]pyrimidine-2,8-diamine (1578245-11-0)

Guidance literature:

In 1-methyl-pyrrolidin-2-one; at 130 ℃; for 31h; Sealed tube;

DOI:10.1039/c4ob02238f

Reference yield:

8-chloro-5-methyl-2-(methylsulfonyl)pyrido[3,4-d]pyrimidine (1578247-53-6) + N-(2-methoxy-4-(1-methyl-1H-pyrazol-4-yl)phenyl)formamide (1578246-27-1) → N2-(2-methoxy-4-(1-methyl-1H-pyrazol-4-yl)phenyl)-5-methyl-N8-neopentylpyrido[3,4-d]pyrimidine-2,8-diamine (1578245-11-0)

Guidance literature:

Multi-step reaction with 2 steps

1.1: sodium hydride / tetrahydrofuran / 0.33 h / 0 - 20 °C

1.2: 18 h / 0 - 20 °C

1.3: 1 h / 20 °C

2.1: 1-methyl-pyrrolidin-2-one / 31 h / 130 °C

With sodium hydride; In tetrahydrofuran; 1-methyl-pyrrolidin-2-one;

Reference yield:

N-allyl-5-bromo-2-(methylthio)pyrimidine-4-carboxamide → N2-(2-methoxy-4-(1-methyl-1H-pyrazol-4-yl)phenyl)-5-methyl-N8-neopentylpyrido[3,4-d]pyrimidine-2,8-diamine (1578245-11-0)

Guidance literature:

Multi-step reaction with 5 steps

1.1: trans-di(μ-acetato)bis[o-(di-o-tolylphosphino)benzyl]dipalladium(II); N-ethyl-N,N-diisopropylamine / N,N-dimethyl acetamide / 18 h / 150 °C / Sealed tube

2.1: trichlorophosphate / 2 h / 70 °C

3.1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 18 h / 0 - 20 °C

4.1: sodium hydride / tetrahydrofuran; mineral oil / 0.33 h / 0 - 20 °C

4.2: 5 h / 0 - 20 °C

5.1: 1-methyl-pyrrolidin-2-one / 31 h / 130 °C / Sealed tube

With trans-di(μ-acetato)bis[o-(di-o-tolylphosphino)benzyl]dipalladium(II); sodium hydride; N-ethyl-N,N-diisopropylamine; 3-chloro-benzenecarboperoxoic acid; trichlorophosphate; In tetrahydrofuran; 1-methyl-pyrrolidin-2-one; dichloromethane; N,N-dimethyl acetamide; mineral oil;

DOI:10.1039/c4ob02238f

upstream raw materials:

8-chloro-5-methyl-2-(methylsulfonyl)pyrido[3,4-d]pyrimidine

N-(2-methoxy-4-(1-methyl-1H-pyrazol-4-yl)phenyl)formamide

2.2-dimethylpropylamine

methyl 5-bromo-2-(methylsulfanyl)pyrimidine-4-carboxylate

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