Hydrogen chloride-ethyl acetate → HCID 66697831, compound

HRID 340605Notes

Reaction equation

HRID 340605 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]([C:24]#[N:25])[CH:19]=2)(=[O:17])=[O:16])[N:12]([C:26]2[C:27]([F:32])=[N:28][CH:29]=[CH:30][CH:31]=2)[N:11]=1)C)(C)(C)C.C(OCC)(=O)C.[ClH:40]>C(OCC)(=O)C.CC(O)C>[ClH:40].[F:32][C:27]1[C:26]([N:12]2[C:13]([S:15]([C:18]3[CH:19]=[C:20]([CH:21]=[CH:22][CH:23]=3)[C:24]#[N:25])(=[O:16])=[O:17])=[CH:14][C:10]([CH2:9][NH:7][CH3:6])=[N:11]2)=[CH:31][CH:30]=[CH:29][N:28]=1

Participants

5

Reactant 2

HCID 21866389Hydrogen chloride-ethyl acetateHCID 66697817HCID 66697817, compound

Product 1

HCID 66697831HCID 66697831, compoundYield 86%

Reagents, catalysts & solvents 2

HCID 3776IsopropanolSolventHCID 8857Ethyl AcetateSolvent

Procedure

tert-Butyl({5-[(3-cyanophenyl)sulfonyl]-1-(2-fluoropyridin-3-yl)-1H-pyrazol-3-yl}methyl)methylcarbamate (247 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 3 hr, the reaction mixture was concentrated under reduced pressure, and the residue was recrystallized from a mixed solvent of ethanol and water to give the title compound as colorless crystals (yield 184 mg, yield 86%). melting point 237-240° C.

Workup

  1. concentrationthe reaction mixture was concentrated under reduced pressure
  2. customthe residue was recrystallized from a mixed solvent of ethanol and water

Sources & evidence

ORD record
ord-e18cb8ad11c7422da957bb0734c93179
Source dataset
uspto-grants-2014_11
Patent number
US08895588B2

Reaction notes

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