Hydrogen chloride-ethyl acetate → HCID 67397467, compound

HRID 1426790Notes

Reaction equation

HRID 1426790 reaction equation
[F:1][C:2]1[C:3]([CH2:26][N:27](C)[C:28](=O)OC(C)(C)C)=[CH:4][N:5]([S:17]([C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=2)(=[O:19])=[O:18])[C:6]=1[C:7]1[C:8]([C:13]([F:16])([F:15])[F:14])=[N:9][CH:10]=[CH:11][CH:12]=1.C(OCC)(=O)C.[ClH:42]>C(O)C>[ClH:42].[F:1][C:2]1[C:3]([CH2:26][NH:27][CH3:28])=[CH:4][N:5]([S:17]([C:20]2[CH:21]=[CH:22][CH:23]=[CH:24][CH:25]=2)(=[O:18])=[O:19])[C:6]=1[C:7]1[C:8]([C:13]([F:15])([F:14])[F:16])=[N:9][CH:10]=[CH:11][CH:12]=1

Participants

4

Reactant 2

HCID 21866389Hydrogen chloride-ethyl acetateHCID 67395593HCID 67395593, compound

Product 1

HCID 67397467HCID 67397467, compoundYield 55%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a solution of tert-butyl ({4-fluoro-1-(phenylsulfonyl)-5-[2-(trifluoromethyl)pyridin-3-yl]-1H-pyrrol-3-yl}methyl)methylcarbamate (389 mg) in ethanol (4 mL) was added 4 mol/L hydrogen chloride-ethyl acetate solution (4 mL), and the mixture was stirred at room temperature for 3 hr. The reaction mixture was concentrated under reduced pressure, and the residue was recrystallized from ethanol to give the title compound as a white solid (yield 188 mg, 55%).

Workup

  1. concentrationThe reaction mixture was concentrated under reduced pressure
  2. customthe residue was recrystallized from ethanol

Sources & evidence

ORD record
ord-36f589882588401f97b2a1f08ed825f0
Source dataset
uspto-grants-2015_01
Patent number
US08933105B2

Reaction notes

Loading…