(4-Chlorophenyl)acetic acid → 2-(4-chlorophenyl)-N-(5-(7-((2-(trimethylsilyl)ethoxy)methyl)-7H-pyrrolo[2,3-d]pyrimidine-5-carbonyl)pyridin-3-yl)acetamide

HRID 82182Notes

Reaction equation

HRID 82182 reaction equation
[NH2:1][C:2]1[CH:3]=[C:4]([C:8]([C:10]2[C:18]3[CH:17]=[N:16][CH:15]=[N:14][C:13]=3[N:12]([CH2:19][O:20][CH2:21][CH2:22][Si:23]([CH3:26])([CH3:25])[CH3:24])[CH:11]=2)=[O:9])[CH:5]=[N:6][CH:7]=1.[Cl:27][C:28]1[CH:33]=[CH:32][C:31]([CH2:34][C:35](O)=[O:36])=[CH:30][CH:29]=1>>[Cl:27][C:28]1[CH:33]=[CH:32][C:31]([CH2:34][C:35]([NH:1][C:2]2[CH:7]=[N:6][CH:5]=[C:4]([C:8]([C:10]3[C:18]4[CH:17]=[N:16][CH:15]=[N:14][C:13]=4[N:12]([CH2:19][O:20][CH2:21][CH2:22][Si:23]([CH3:26])([CH3:25])[CH3:24])[CH:11]=3)=[O:9])[CH:3]=2)=[O:36])=[CH:30][CH:29]=1

Participants

3

Reactant 2

HCID 15880(4-Chlorophenyl)acetic acidHCID 70817536(5-aminopyridin-3-yl)(7-{[2-(trimethylsilyl)ethoxy]methyl}-7H-pyrrolo[2,3-d]pyrimidin-5-yl)methanone

Product 1

HCID 708175912-(4-chlorophenyl)-N-(5-(7-((2-(trimethylsilyl)ethoxy)methyl)-7H-pyrrolo[2,3-d]pyrimidine-5-carbonyl)pyridin-3-yl)acetamide

Procedure

The title compound was prepared according to the method described for Examples 73-87 using (5-aminopyridin-3-yl)(7-{[2-(trimethylsilyl)ethoxy]methyl}-7H-pyrrolo[2,3-d]pyrimidin-5-yl)methanone (Preparation 103) and 4-chlorophenylacetic acid to afford the title compound as a white solid in 66% yield, 223 mg.

Workup

  1. customThe title compound was prepared

Sources & evidence

ORD record
ord-4710b3d775d3481694da288f5e57bf63
Source dataset
uspto-grants-2014_09
Patent number
US08846698B2

Reaction notes

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