Hydrogen chloride-ethyl acetate → HCID 68411178, compound

HRID 2194736Notes

Reaction equation

HRID 2194736 reaction equation
[CH3:1][N:2]([CH2:10][C:11]1[CH:15]=[C:14]([NH:16][C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)[N:13]([C:23]2[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=2)[N:12]=1)C(=O)OC(C)(C)C.C(OCC)(=O)C.[ClH:35]>C(OCC)(=O)C.CO>[ClH:35].[ClH:35].[CH3:1][NH:2][CH2:10][C:11]1[CH:15]=[C:14]([NH:16][C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)[N:13]([C:23]2[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=2)[N:12]=1

Participants

5

Reactant 2

HCID 21866389Hydrogen chloride-ethyl acetateHCID 68410427HCID 68410427, compound

Product 1

HCID 68411178HCID 68411178, compoundYield 75%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 8857Ethyl AcetateSolvent

Procedure

tert-Butyl methyl{[1-phenyl-5-(phenylamino)-1H-pyrazol-3-yl]methyl}carbamate (90 mg) was dissolved in ethyl acetate (2 mL) and methanol (1 mL), 4 mol/L hydrogen chloride-ethyl acetate solution (2 mL) was added, 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 a mixed solvent of ethyl acetate and ethanol to give the title compound as colorless crystals (yield 62 mg, yield 75%).

Workup

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

Sources & evidence

ORD record
ord-60b26b104931419fa8fa864441228427
Source dataset
uspto-grants-2012_12
Patent number
US08334301B2

Reaction notes

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