Hydrogen chloride-ethyl acetate → HCID 66974505, compound

HRID 1962653Notes

Reaction equation

HRID 1962653 reaction equation
[CH3:1][N:2]([CH2:10][C:11]1[CH:15]=[C:14]([C:16]2[CH:21]=[CH:20][C:19]([S:22]([CH3:25])(=[O:24])=[O:23])=[CH:18][CH:17]=2)[N:13]([S:26]([C:29]2[CH:30]=[N:31][CH:32]=[CH:33][CH:34]=2)(=[O:28])=[O:27])[CH:12]=1)C(=O)OC(C)(C)C.C(OCC)(=O)C.[ClH:41]>C(OCC)(=O)C>[ClH:41].[ClH:41].[CH3:1][NH:2][CH2:10][C:11]1[CH:15]=[C:14]([C:16]2[CH:17]=[CH:18][C:19]([S:22]([CH3:25])(=[O:23])=[O:24])=[CH:20][CH:21]=2)[N:13]([S:26]([C:29]2[CH:30]=[N:31][CH:32]=[CH:33][CH:34]=2)(=[O:27])=[O:28])[CH:12]=1

Participants

4

Reactant 2

HCID 21866389Hydrogen chloride-ethyl acetateHCID 66974463HCID 66974463, compound

Product 1

HCID 66974505HCID 66974505, compoundYield 33%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

To a solution of tert-butyl methyl{[5-[4-(methylsulfonyl)phenyl]-1-(pyridin-3-ylsulfonyl)-1H-pyrrol-3-yl]methyl}carbamate (275 mg) in ethyl acetate (2 mL) was added a 4 mol/L hydrogen chloride-ethyl acetate solution (2 mL), and the mixture was stirred at room temperature for 4 hr. The precipitated crystals were collected by filtration, washed with ethyl acetate and recrystallized from ethanol to give the title compound as white crystals (yield 157 mg, 33%).

Workup

  1. filtrationThe precipitated crystals were collected by filtration
  2. washwashed with ethyl acetate
  3. customrecrystallized from ethanol

Sources & evidence

ORD record
ord-91aaf93e706441b992ed52c0ab889298
Source dataset
uspto-grants-2013_04
Patent number
US08415368B2

Reaction notes

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