HCID 90093856, compound → 2-(5-Chloro-pyridin-2-yl)-N-{5-[7-fluoro-1-(2-hydroxy-1,1-dimethyl-ethyl)-1H-pyrrolo[3,2-c]pyridine-3-carbonyl]-pyridin-3-yl}-acetamide

HRID 1752996Notes

Reaction equation

HRID 1752996 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:39])[CH2:31][C:32]3[CH:37]=[CH:36][C:35]([Cl: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>[Cl:38][C:35]1[CH:36]=[CH:37][C:32]([CH2:31][C:30]([NH:29][C:25]2[CH:26]=[N:27][CH:28]=[C:23]([C:21]([C:13]3[C:14]4[CH:15]=[N:16][CH:17]=[C:18]([F:20])[C:19]=4[N:11]([C:8]([CH3:10])([CH3:9])[CH2:7][OH:6])[CH:12]=3)=[O:22])[CH:24]=2)=[O:39])=[N:33][CH:34]=1

Participants

3

Reactant 1

HCID 90093856HCID 90093856, compound

Product 1

HCID 736723432-(5-Chloro-pyridin-2-yl)-N-{5-[7-fluoro-1-(2-hydroxy-1,1-dimethyl-ethyl)-1H-pyrrolo[3,2-c]pyridine-3-carbonyl]-pyridin-3-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-(5-chloro-pyridin-2-yl)-acetamide (Preparation 5, 30 mg, 62 μmol) in THF (5 mL) 4M dioxane-HCl (0.5 mL) was added and stirred at room temperature for 4 hours. The reaction was evaporated in vacuo and triturated with pentane-ether to afford the title compound as a white solid in 100% yield, 24.3 mg.

Workup

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

Sources & evidence

ORD record
ord-26a7e2f641da429895a09f5e17a5b4de
Source dataset
uspto-grants-2015_10
Patent number
US09163021B2

Reaction notes

Loading…