Hydrogen chloride-ethyl acetate → HCID 66697789, compound

HRID 340604Notes

Reaction equation

HRID 340604 reaction equation
C(O[C:6](=O)[N:7]([CH2:9][C:10]1[CH:14]=[C:13]([S:15]([C:18]2[CH:23]=[CH:22][CH:21]=[C:20]([CH3:24])[CH:19]=2)(=[O:17])=[O:16])[N:12]([C:25]2[C:26]([F:31])=[N:27][CH:28]=[CH:29][CH:30]=2)[N:11]=1)C)(C)(C)C.C(OCC)(=O)C.[ClH:39]>C(OCC)(=O)C.CC(O)C>[ClH:39].[F:31][C:26]1[C:25]([N:12]2[C:13]([S:15]([C:18]3[CH:23]=[CH:22][CH:21]=[C:20]([CH3:24])[CH:19]=3)(=[O:17])=[O:16])=[CH:14][C:10]([CH2:9][NH:7][CH3:6])=[N:11]2)=[CH:30][CH:29]=[CH:28][N:27]=1

Participants

5

Reactant 2

HCID 21866389Hydrogen chloride-ethyl acetateHCID 66697826HCID 66697826, compound

Product 1

HCID 66697789HCID 66697789, compoundYield 83%

Reagents, catalysts & solvents 2

HCID 3776IsopropanolSolventHCID 8857Ethyl AcetateSolvent

Procedure

tert-Butyl({1-(2-fluoropyridin-3-yl)-5-[(3-methylphenyl)sulfonyl]-1H-pyrazol-3-yl}methyl)methylcarbamate (302 mg) was dissolved in ethyl acetate (2 mL) and 2-propanol (1 mL), and 4 mol/L hydrogen chloride-ethyl acetate solution (3 mL) was added. After stirring at room temperature for 2 hr, the reaction mixture was concentrated under reduced pressure. The residue was recrystallized from ethanol to give the title compound as colorless crystals (yield 216 mg, yield 83%). melting point 202-205° C.

Workup

  1. concentrationthe reaction mixture was concentrated under reduced pressure
  2. customThe residue was recrystallized from ethanol

Sources & evidence

ORD record
ord-b259f150cb284eada38573f4a7645202
Source dataset
uspto-grants-2014_11
Patent number
US08895588B2

Reaction notes

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