alpha-(2,2,2-Trifluoroacetyl)benzeneacetonitrile → 2-{4-[5-Amino-4-phenyl-3-(trifluoromethyl)-1H-pyrazol-1-yl]phenyl}ethanol

HRID 891069Notes

Reaction equation

HRID 891069 reaction equation
Cl.[NH:2]([C:4]1[CH:9]=[CH:8][C:7]([CH2:10][CH2:11][OH:12])=[CH:6][CH:5]=1)[NH2:3].[C:13]1([CH:19]([C:22](=O)[C:23]([F:26])([F:25])[F:24])[C:20]#[N:21])[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1>>[NH2:21][C:20]1[N:2]([C:4]2[CH:5]=[CH:6][C:7]([CH2:10][CH2:11][OH:12])=[CH:8][CH:9]=2)[N:3]=[C:22]([C:23]([F:24])([F:25])[F:26])[C:19]=1[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1

Participants

3

Reactant 2

HCID 2776431alpha-(2,2,2-Trifluoroacetyl)benzeneacetonitrileHCID 222447112-(4-Hydrazinophenyl)ethanol hydrochloride

Product 1

HCID 222446782-{4-[5-Amino-4-phenyl-3-(trifluoromethyl)-1H-pyrazol-1-yl]phenyl}ethanol

Procedure

The title compound was prepared according to the procedure described in step 1 of Example 1 from 2-(4-hydrazinophenyl)ethanol hydrochloride and 2-phenyl-2-(trifluoroacetyl)acetonitrile: MS (ESI) m/z 348 [M+H]+, 346 [M−H]−, 1H-NMR (CDCl3) δ 7.58 (2H, J=8.4 Hz), 7.46-7.36 (7H, m), 3.94-3.88 (2H, m), 2.94 (2H, t, J=6.4 Hz).

Sources & evidence

ORD record
ord-e442d9c890e441ed8868884703d5bcc7
Source dataset
uspto-grants-2006_02
Patent number
US07001917B2

Reaction notes

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