Hydrogen chloride-ethyl acetate → HCID 67396607, compound

HRID 1426846Notes

Reaction equation

HRID 1426846 reaction equation
[F:1][C:2]1[C:7]([C:8]2[N:12]([S:13]([C:16]3[S:17][CH:18]=[CH:19][N:20]=3)(=[O:15])=[O:14])[CH:11]=[C:10]([CH2:21][N:22](C)[C:23](=O)OC(C)(C)C)[CH:9]=2)=[CH:6][CH:5]=[CH:4][N:3]=1.C(OCC)(=O)C.[ClH:37]>C(OCC)(=O)C.C(O)C>[ClH:37].[F:1][C:2]1[C:7]([C:8]2[N:12]([S:13]([C:16]3[S:17][CH:18]=[CH:19][N:20]=3)(=[O:15])=[O:14])[CH:11]=[C:10]([CH2:21][NH:22][CH3:23])[CH:9]=2)=[CH:6][CH:5]=[CH:4][N:3]=1

Participants

5

Reactant 2

HCID 21866389Hydrogen chloride-ethyl acetateHCID 67397624HCID 67397624, compound

Product 1

HCID 67396607HCID 67396607, compoundYield 70%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 8857Ethyl AcetateSolvent

Procedure

tert-Butyl {[5-(2-fluoropyridin-3-yl)-1-(1,3-thiazol-2-ylsulfonyl)-1H-pyrrol-3-yl]methyl}methylcarbamate (168 mg) was dissolved in ethyl acetate (2 mL) and ethanol (2 mL), and 4 mol/L hydrogen chloride-ethyl acetate solution (4 mL) was added. After stirring at room temperature for 2 hr, the reaction mixture was concentrated under reduced pressure, and the residue was recrystallized from a mixed solvent of ethyl acetate-ethanol=1:3 to give the title compound as colorless crystals (yield 101 mg, 70%).

Workup

  1. concentrationthe reaction mixture was concentrated under reduced pressure
  2. customthe residue was recrystallized from a mixed solvent of ethyl acetate-ethanol=1:3

Sources & evidence

ORD record
ord-7bc5e9be10c04d94922d96c05257b5a2
Source dataset
uspto-grants-2015_01
Patent number
US08933105B2

Reaction notes

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