(5-aminopyridin-3-yl)[7-(2-{[tert-butyl(dimethyl)silyl]oxy}-1,1-dimethylethyl)-7H-pyrrolo[2,3-d]pyrimidin-5-yl]methanone → N-(5-{7-[2-(tert-Butyl-dimethyl-silanyloxy)-1,1-dimethyl-ethyl]-7H-pyrrolo[2,3-d]pyrimidine-5-carbonyl}-pyridin-3-yl)-2-(4-cyclopropyl-pyrazol-1-yl)-acetamide

HRID 82297Notes

Reaction equation

HRID 82297 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]([C:19]([CH3:30])([CH3:29])[CH2:20][O:21][Si:22]([C:25]([CH3:28])([CH3:27])[CH3:26])([CH3:24])[CH3:23])[CH:11]=2)=[O:9])[CH:5]=[N:6][CH:7]=1.[CH:31]1([C:34]2[CH:35]=[N:36][N:37]([CH2:39][C:40](O)=[O:41])[CH:38]=2)[CH2:33][CH2:32]1>>[C:25]([Si:22]([CH3:23])([CH3:24])[O:21][CH2:20][C:19]([N:12]1[C:13]2[N:14]=[CH:15][N:16]=[CH:17][C:18]=2[C:10]([C:8]([C:4]2[CH:3]=[C:2]([NH:1][C:40](=[O:41])[CH2:39][N:37]3[CH:38]=[C:34]([CH:31]4[CH2:32][CH2:33]4)[CH:35]=[N:36]3)[CH:7]=[N:6][CH:5]=2)=[O:9])=[CH:11]1)([CH3:30])[CH3:29])([CH3:28])([CH3:27])[CH3:26]

Participants

3

Reactant 2

HCID 70817221(5-aminopyridin-3-yl)[7-(2-{[tert-butyl(dimethyl)silyl]oxy}-1,1-dimethylethyl)-7H-pyrrolo[2,3-d]pyrimidin-5-yl]methanoneHCID 847316142-(4-Cyclopropyl-1H-pyrazol-1-yl)acetic acid

Product 1

HCID 70817286N-(5-{7-[2-(tert-Butyl-dimethyl-silanyloxy)-1,1-dimethyl-ethyl]-7H-pyrrolo[2,3-d]pyrimidine-5-carbonyl}-pyridin-3-yl)-2-(4-cyclopropyl-pyrazol-1-yl)-acetamide

Procedure

The title compound was prepared according to the method described for Example 1 using (5-Amino-pyridin-3-yl)-{7-[2-(tert-butyl-dimethyl-silanyloxy)-1,1-dimethyl-ethyl]-7H-pyrrolo[2,3-d]pyrimidin-5-yl}-methanone (Preparation 38) and (4-Cyclopropyl-1H-pyrazol-1-yl)acetic acid (Preparation 88) to afford the title compound as an an off-white solid in 41% yield, 55 mg.

Workup

  1. customThe title compound was prepared

Sources & evidence

ORD record
ord-a985c28438f94cd4849891f7b4b77d5e
Source dataset
uspto-grants-2014_09
Patent number
US08846698B2

Reaction notes

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