8-chloro-N-(2-ethoxy-4-(1-methyl-1H-pyrazol-4-yl)phenyl)pyrido[3,4-d]pyrimidin-2-amine

Base Information

Chemical Name:8-chloro-N-(2-ethoxy-4-(1-methyl-1H-pyrazol-4-yl)phenyl)pyrido[3,4-d]pyrimidin-2-amine
CAS No.:1578246-72-6
Molecular Formula:C₁₉H₁₇ClN₆O
Molecular Weight:380.837
Hs Code.:

Synonyms:8-chloro-N-(2-ethoxy-4-(1-methyl-1H-pyrazol-4-yl)phenyl)pyrido[3,4-d]pyrimidin-2-amine

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Chemical Property of 8-chloro-N-(2-ethoxy-4-(1-methyl-1H-pyrazol-4-yl)phenyl)pyrido[3,4-d]pyrimidin-2-amine

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Technology Process of 8-chloro-N-(2-ethoxy-4-(1-methyl-1H-pyrazol-4-yl)phenyl)pyrido[3,4-d]pyrimidin-2-amine

There total 9 articles about 8-chloro-N-(2-ethoxy-4-(1-methyl-1H-pyrazol-4-yl)phenyl)pyrido[3,4-d]pyrimidin-2-amine 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: 44.0%

: 1578246-63-5
8-chloro-2-(methylsulfonyl)pyrido[3,4-d]pyrimidine

: 1578246-66-8
N-(2-ethoxy-4-(1-methyl-1H-pyrazol-4-yl)phenyl)formamide

: 1578246-72-6
8-chloro-N-(2-ethoxy-4-(1-methyl-1H-pyrazol-4-yl)phenyl)pyrido[3,4-d]pyrimidin-2-amine

Guidance literature:: N-(2-ethoxy-4-(1-methyl-1H-pyrazol-4-yl)phenyl)formamide; With sodium hydride; In tetrahydrofuran; mineral oil; at 0 - 20 ℃; for 0.166667h;

8-chloro-2-(methylsulfonyl)pyrido[3,4-d]pyrimidine; In tetrahydrofuran; mineral oil; at 0 - 20 ℃; for 18h; Time; Solvent; Reagent/catalyst;

Reference yield:

: 321-23-3
4-bromo-2-fluoronitrobenzene

: 1578246-72-6
8-chloro-N-(2-ethoxy-4-(1-methyl-1H-pyrazol-4-yl)phenyl)pyrido[3,4-d]pyrimidin-2-amine

Guidance literature:: Multi-step reaction with 5 steps

1.1: sodium hydride / tetrahydrofuran; mineral oil / 0.25 h / 0 °C

1.2: 18 h / 0 - 20 °C

2.1: tin(ll) chloride / ethanol / 2 h / 70 °C

3.1: sodium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾ / water; toluene; ethanol / 2.5 h / 80 °C

4.1: 1 h / 100 °C

5.1: sodium hydride / tetrahydrofuran; mineral oil / 0.25 h / 20 °C

5.2: 18 h / 0 - 20 °C

5.3: 1 h

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium hydride; sodium carbonate; tin(ll) chloride; In tetrahydrofuran; ethanol; water; toluene; mineral oil; 3.1: |Suzuki Coupling;
DOI:10.1021/acs.jmedchem.5b01811

Reference yield:

: 50593-92-5
5-bromo-2-methylsulfanyl-pyrimidine-4-carboxylic acid

: 1578246-72-6
8-chloro-N-(2-ethoxy-4-(1-methyl-1H-pyrazol-4-yl)phenyl)pyrido[3,4-d]pyrimidin-2-amine

Guidance literature:: Multi-step reaction with 6 steps

1.1: sulfuric acid / 24 h / Reflux

2.1: dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; sodium carbonate / water; tetrahydrofuran / 18 h / 65 °C

3.1: ammonia / methanol / 18 h / 85 °C

3.2: 2 h / 90 °C

4.1: trichlorophosphate / 18 h / 70 °C

5.1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 18 h / 0 - 20 °C

6.1: sodium hydride / tetrahydrofuran; mineral oil / 0.17 h / 0 - 20 °C

6.2: 18 h / 0 - 20 °C

With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; sulfuric acid; ammonia; sodium hydride; sodium carbonate; 3-chloro-benzenecarboperoxoic acid; trichlorophosphate; In tetrahydrofuran; methanol; dichloromethane; water; mineral oil;