2-[3-(trifluoromethyl)-1H-pyrazol-1-yl]acetic acid → N-(2-{[1-(2-{[tert-butyl(dimethyl)silyl]oxy}-1,1-dimethylethyl)-1H-pyrrolo[3,2-c]pyridin-3-yl]carbonyl}pyridin-4-yl)-2-[3-(trifluoromethyl)-1H-pyrazol-1-yl]acetamide

HRID 1753028Notes

Reaction equation

HRID 1753028 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][N:5]=[C:4]([C:8]([C:10]2[C:14]3[CH:15]=[N:16][CH:17]=[CH:18][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:3]=1.[F:31][C:32]([F:43])([F:42])[C:33]1[CH:37]=[CH:36][N:35]([CH2:38][C:39](O)=[O:40])[N:34]=1>>[Si:22]([O:21][CH2:20][C:19]([N:12]1[C:13]2[CH:18]=[CH:17][N:16]=[CH:15][C:14]=2[C:10]([C:8]([C:4]2[CH:3]=[C:2]([NH:1][C:39](=[O:40])[CH2:38][N:35]3[CH:36]=[CH:37][C:33]([C:32]([F:42])([F:31])[F:43])=[N:34]3)[CH:7]=[CH:6][N:5]=2)=[O:9])=[CH:11]1)([CH3:30])[CH3:29])([C:25]([CH3:28])([CH3:27])[CH3:26])([CH3:23])[CH3:24]

Participants

3

Reactant 2

HCID 20608832-[3-(trifluoromethyl)-1H-pyrazol-1-yl]acetic acidHCID 90093653(4-aminopyridin-2-yl)[1-(2-{[tert-butyl(dimethyl)silyl]oxy}-1,1-dimethylethyl)-1H-pyrrolo[3,2-c]pyridin-3-yl]methanone

Product 1

HCID 90093428N-(2-{[1-(2-{[tert-butyl(dimethyl)silyl]oxy}-1,1-dimethylethyl)-1H-pyrrolo[3,2-c]pyridin-3-yl]carbonyl}pyridin-4-yl)-2-[3-(trifluoromethyl)-1H-pyrazol-1-yl]acetamide

Procedure

Prepared according to the method described for Method M (Example 206) using (4-aminopyridin-2-yl)[1-(2-{[tert-butyl(dimethyl)silyl]oxy}-1,1-dimethylethyl)-1H-pyrrolo[3,2-c]pyridin-3-yl]methanone (Preparation 27) and [3-(trifluoromethyl)-1H-pyrazol-1-yl]acetic acid (Preparation 74). The residue was purified using alumina eluting with 2% MeOH in DCM to afford the title compound.

Workup

  1. customPrepared
  2. customThe residue was purified

Sources & evidence

ORD record
ord-e3c3c771572a46aaa2e19189237b9993
Source dataset
uspto-grants-2015_10
Patent number
US09163021B2

Reaction notes

Loading…