[7-(2-{[tert-butyl(dimethyl)silyl]oxy}-1,1-dimethylethyl)-2-amino-7H-pyrrolo[2,3-d]pyrimidin-5-yl]{5-aminopyridin-3-yl}methanone → N-(5-{[2-Amino-7-(2-hydroxy-1,1-dimethylethyl)-7H-pyrrolo[2,3-d]pyrimidin-5-yl]carbonyl}pyridin-3-yl)-2-[4-(trifluoromethyl)-1H-1,2,3-triazol-1-yl]acetamide

HRID 82084Notes

Reaction equation

HRID 82084 reaction equation
[Si]([O:8][CH2:9][C:10]([N:13]1[C:17]2[N:18]=[C:19]([NH2:22])[N:20]=[CH:21][C:16]=2[C:15]([C:23]([C:25]2[CH:26]=[N:27][CH:28]=[C:29]([NH2:31])[CH:30]=2)=[O:24])=[CH:14]1)([CH3:12])[CH3:11])(C(C)(C)C)(C)C.[F:32][C:33]([F:44])([F:43])[C:34]1[N:35]=[N:36][N:37]([CH2:39][C:40](O)=[O:41])[CH:38]=1>>[NH2:22][C:19]1[N:20]=[CH:21][C:16]2[C:15]([C:23]([C:25]3[CH:30]=[C:29]([NH:31][C:40](=[O:41])[CH2:39][N:37]4[CH:38]=[C:34]([C:33]([F:43])([F:32])[F:44])[N:35]=[N:36]4)[CH:28]=[N:27][CH:26]=3)=[O:24])=[CH:14][N:13]([C:10]([CH3:11])([CH3:12])[CH2:9][OH:8])[C:17]=2[N:18]=1

Participants

3

Reactant 2

HCID 70817583[7-(2-{[tert-butyl(dimethyl)silyl]oxy}-1,1-dimethylethyl)-2-amino-7H-pyrrolo[2,3-d]pyrimidin-5-yl]{5-aminopyridin-3-yl}methanoneHCID 866720712-(4-(trifluoromethyl)-1H-1,2,3-triazol-1-yl)acetic acid

Product 1

HCID 70817538N-(5-{[2-Amino-7-(2-hydroxy-1,1-dimethylethyl)-7H-pyrrolo[2,3-d]pyrimidin-5-yl]carbonyl}pyridin-3-yl)-2-[4-(trifluoromethyl)-1H-1,2,3-triazol-1-yl]acetamide

Procedure

The title compound was prepared according to the method described for Example 9 using [7-(2-{[tert-butyl(dimethyl)silyl]oxy}-1,1-dimethylethyl)-2-amino-7H-pyrrolo[2,3-d]pyrimidin-5-yl]{5-aminopyridin-3-yl}methanone (see Preparation 48a) and [4-(trifluoromethyl)-1H-1,2,3-triazol-1-yl]acetic acid (see Preparation 81) to afford the title compound as a brown solid in 85% yield, 62 mg.

Workup

  1. customThe title compound was prepared

Sources & evidence

ORD record
ord-a8f68b9ca3f046be8c9d10cc8d257ff2
Source dataset
uspto-grants-2014_09
Patent number
US08846698B2

Reaction notes

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