HCID 90093100, compound → N-{5-[7-Fluoro-1-(2-hydroxy-1,1-dimethyl-ethyl)-1H-pyrrolo[3,2-c]pyridine-3-carbonyl]-pyridin-3-yl}-2-(4-trifluoromethyl-pyrazol-1-yl)-acetamide

HRID 1752997Notes

Reaction equation

HRID 1752997 reaction equation
C([Si](C)(C)[O:6][CH2:7][C:8]([N:11]1[C:19]2[C:18]([F:20])=[CH:17][N:16]=[CH:15][C:14]=2[C:13]([C:21]([C:23]2[CH:24]=[C:25]([NH:29][C:30](=[O:41])[CH2:31][N:32]3[CH:36]=[C:35]([C:37]([F:40])([F:39])[F:38])[CH:34]=[N:33]3)[CH:26]=[N:27][CH:28]=2)=[O:22])=[CH:12]1)([CH3:10])[CH3:9])(C)(C)C>C1COCC1>[F:20][C:18]1[C:19]2[N:11]([C:8]([CH3:9])([CH3:10])[CH2:7][OH:6])[CH:12]=[C:13]([C:21]([C:23]3[CH:24]=[C:25]([NH:29][C:30](=[O:41])[CH2:31][N:32]4[CH:36]=[C:35]([C:37]([F:38])([F:39])[F:40])[CH:34]=[N:33]4)[CH:26]=[N:27][CH:28]=3)=[O:22])[C:14]=2[CH:15]=[N:16][CH:17]=1

Participants

3

Reactant 1

HCID 90093100HCID 90093100, compound

Product 1

HCID 73672344N-{5-[7-Fluoro-1-(2-hydroxy-1,1-dimethyl-ethyl)-1H-pyrrolo[3,2-c]pyridine-3-carbonyl]-pyridin-3-yl}-2-(4-trifluoromethyl-pyrazol-1-yl)-acetamideYield 100%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To a solution of N-(5-{1-[2-(tert-Butyl-dimethyl-silanyloxy)-1,1-dimethyl-ethyl]-7-fluoro-1H-pyrrolo[3,2-c]pyridine-3-carbonyl}-pyridin-3-yl)-2-(4-trifluoromethyl-pyrazol-1-yl)-acetamide (Preparation 4, 35 mg, 56 μmol) in THF (2 mL) 4M dioxane-HCl (0.5 mL) was added and stirred at room temperature for 18 hours. The reaction was evaporated in vacuo and triturated with pentane-ether to afford the title compound as an off white solid in 100% yield, 28.54 mg.

Workup

  1. customThe reaction was evaporated in vacuo
  2. customtriturated with pentane-ether

Sources & evidence

ORD record
ord-f839fc8e4fde47379ab714d71cab3e70
Source dataset
uspto-grants-2015_10
Patent number
US09163021B2

Reaction notes

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