2-(4-Isopropyl-1H-1,2,3-triazol-1-yl)acetic acid → N-(5-{[1-(2-{[tert-butyl(dimethyl)silyl]oxy}-1,1-dimethylethyl)-1H-pyrrolo[3,2-c]pyridin-3-yl]carbonyl}pyridin-3-yl)-2-(4-isopropyl-1H-1,2,3-triazol-1-yl)acetamide

HRID 1753032Notes

Reaction equation

HRID 1753032 reaction equation
[NH2:1][C:2]1[CH:3]=[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:5]=[N:6][CH:7]=1.[CH:31]([C:34]1[N:35]=[N:36][N:37]([CH2:39][C:40](O)=[O:41])[CH:38]=1)([CH3:33])[CH3:32]>>[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:40](=[O:41])[CH2:39][N:37]3[CH:38]=[C:34]([CH:31]([CH3:32])[CH3:33])[N:35]=[N:36]3)[CH:7]=[N:6][CH: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 185244422-(4-Isopropyl-1H-1,2,3-triazol-1-yl)acetic acidHCID 90093072(5-aminopyridin-3-yl)[1-(2-{[tert-butyl(dimethyl)silyl]oxy}-1,1-dimethylethyl)-1H-pyrrolo[3,2-c]pyridin-3-yl]methanone

Product 1

HCID 131733652N-(5-{[1-(2-{[tert-butyl(dimethyl)silyl]oxy}-1,1-dimethylethyl)-1H-pyrrolo[3,2-c]pyridin-3-yl]carbonyl}pyridin-3-yl)-2-(4-isopropyl-1H-1,2,3-triazol-1-yl)acetamide

Procedure

Prepared according to Method Z (Preparation 8) using (5-Amino-pyridin-3-yl)-{1-[2-(tert-butyl-dimethyl-silanyloxy)-1,1-dimethyl-ethyl]-1H-pyrrolo[3,2-c]pyridin-3-yl}-methanone (Preparation 28) and (4-isopropyl-[1,2,3]triazol-1-yl)acetic acid. LCMS (5 minute run) Rt=3.32 minutes MS m/z 576 [M+H]+

Workup

  1. customPrepared
  2. customaccording to Method Z (Preparation 8)
  3. customLCMS (5 minute run) Rt=3.32 minutes MS m/z 576

Sources & evidence

ORD record
ord-99cb3444d1324562bd3a28fb295d08ce
Source dataset
uspto-grants-2015_10
Patent number
US09163021B2

Reaction notes

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