4-((4-(cyclopentyloxy)-5-(2-methylbenzo[d]oxazol-6-yl)-7H-pyrrolo[2,3-d]pyrimidin-2-yl)amino)-3-methoxy-N,N-dimethylbenzamide

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Chemical Name:4-((4-(cyclopentyloxy)-5-(2-methylbenzo[d]oxazol-6-yl)-7H-pyrrolo[2,3-d]pyrimidin-2-yl)amino)-3-methoxy-N,N-dimethylbenzamide
CAS No.:1618659-41-8
Molecular Formula:C₂₉H₃₀N₆O₄
Molecular Weight:526.595
Hs Code.:

Synonyms:4-((4-(cyclopentyloxy)-5-(2-methylbenzo[d]oxazol-6-yl)-7H-pyrrolo[2,3-d]pyrimidin-2-yl)amino)-3-methoxy-N,N-dimethylbenzamide

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Chemical Property of 4-((4-(cyclopentyloxy)-5-(2-methylbenzo[d]oxazol-6-yl)-7H-pyrrolo[2,3-d]pyrimidin-2-yl)amino)-3-methoxy-N,N-dimethylbenzamide

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Technology Process of 4-((4-(cyclopentyloxy)-5-(2-methylbenzo[d]oxazol-6-yl)-7H-pyrrolo[2,3-d]pyrimidin-2-yl)amino)-3-methoxy-N,N-dimethylbenzamide

There total 6 articles about 4-((4-(cyclopentyloxy)-5-(2-methylbenzo[d]oxazol-6-yl)-7H-pyrrolo[2,3-d]pyrimidin-2-yl)amino)-3-methoxy-N,N-dimethylbenzamide 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: 87.0%

: 4-((4-(cyclopentyloxy)-5-(2-methylbenzo[d]oxazol-6-yl)-7-((2-(trimethylsilyl)ethoxy)methyl)-7H-pyrrolo[2,3-d]pyrimidin-2-yl)amino)-3-methoxy-N,N-dimethylbenzamide

: 1618659-41-8
4-((4-(cyclopentyloxy)-5-(2-methylbenzo[d]oxazol-6-yl)-7H-pyrrolo[2,3-d]pyrimidin-2-yl)amino)-3-methoxy-N,N-dimethylbenzamide

Guidance literature:: 4-((4-(cyclopentyloxy)-5-(2-methylbenzo[d]oxazol-6-yl)-7-((2-(trimethylsilyl)ethoxy)methyl)-7H-pyrrolo[2,3-d]pyrimidin-2-yl)amino)-3-methoxy-N,N-dimethylbenzamide; With trifluoroacetic acid; In dichloromethane; at 20 ℃;

With ammonia; In methanol;

With ammonium hydroxide; In water; at 20 - 50 ℃;
DOI:10.1021/acs.jmedchem.7b01223

Reference yield:

: 1012785-51-1
2,4-dichloro-5-iodo-7H-pyrrolo[2,3-d]pyrimidine

: 1618659-41-8
4-((4-(cyclopentyloxy)-5-(2-methylbenzo[d]oxazol-6-yl)-7H-pyrrolo[2,3-d]pyrimidin-2-yl)amino)-3-methoxy-N,N-dimethylbenzamide

Guidance literature:: Multi-step reaction with 5 steps

1.1: sodium hydride / water; mineral oil; N,N-dimethyl-formamide / 3 h / 0 - 22 °C / Inert atmosphere

2.1: sodium t-butanolate / 1,4-dioxane / 16 h

3.1: water; 1,4-dioxane / 15 h / 75 °C / Alkaline conditions

4.1: 1,4-dioxane / 1.5 h / Alkaline conditions; Inert atmosphere; Sealed tube; Heating

5.1: trifluoroacetic acid / dichloromethane / 20 °C

5.3: 20 - 50 °C

With sodium hydride; trifluoroacetic acid; sodium t-butanolate; In 1,4-dioxane; dichloromethane; water; N,N-dimethyl-formamide; mineral oil; 3.1: |Suzuki Coupling / 4.1: |Buchwald-Hartwig Coupling;
DOI:10.1021/acs.jmedchem.7b01223

Reference yield:

: 151230-42-1
6-bromo-2- methylbenzo[d]oxazole

: 1618659-41-8
4-((4-(cyclopentyloxy)-5-(2-methylbenzo[d]oxazol-6-yl)-7H-pyrrolo[2,3-d]pyrimidin-2-yl)amino)-3-methoxy-N,N-dimethylbenzamide

Guidance literature:: Multi-step reaction with 4 steps

1.1: dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; potassium acetate / 1,4-dioxane / 18 h / 90 °C / Inert atmosphere

2.1: water; 1,4-dioxane / 15 h / 75 °C / Alkaline conditions

3.1: 1,4-dioxane / 1.5 h / Alkaline conditions; Inert atmosphere; Sealed tube; Heating

4.1: trifluoroacetic acid / dichloromethane / 20 °C

4.3: 20 - 50 °C

With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; potassium acetate; trifluoroacetic acid; In 1,4-dioxane; dichloromethane; water; 2.1: |Suzuki Coupling / 3.1: |Buchwald-Hartwig Coupling;
DOI:10.1021/acs.jmedchem.7b01223