Benzeneacetonitrile, 4-methoxy- → 5-[2-(2,4-Difluoro-phenyl)-2H-pyrazol-3-yl]-3-(4-methoxy-phenyl)-benzo[c]isoxazole

HRID 59849

Reaction equation

HRID 59849 reaction equation
[F:1][C:2]1[CH:7]=[C:6]([F:8])[CH:5]=[CH:4][C:3]=1[N:9]1[C:13]([C:14]2[CH:19]=[CH:18][C:17]([N+:20]([O-])=[O:21])=[CH:16][CH:15]=2)=[CH:12][CH:11]=[N:10]1.[CH3:23][O:24][C:25]1[CH:30]=[CH:29][C:28]([CH2:31]C#N)=[CH:27][CH:26]=1>>[F:1][C:2]1[CH:7]=[C:6]([F:8])[CH:5]=[CH:4][C:3]=1[N:9]1[C:13]([C:14]2[CH:19]=[CH:18][C:17]3=[N:20][O:21][C:31]([C:28]4[CH:29]=[CH:30][C:25]([O:24][CH3:23])=[CH:26][CH:27]=4)=[C:16]3[CH:15]=2)=[CH:12][CH:11]=[N:10]1

Participants

3

Reactant 2

HCID 66031Benzeneacetonitrile, 4-methoxy-HCID 900332241-(2,4-difluoro-phenyl)-5-(4-nitro-phenyl)-1H-pyrazole2×

Product 1

HCID 730509595-[2-(2,4-Difluoro-phenyl)-2H-pyrazol-3-yl]-3-(4-methoxy-phenyl)-benzo[c]isoxazole

Procedure

The title compound, yellow solid (21 mg, 16%), MS (ISP) m/z=404.3 [(M+H)+], mp 165° C., was prepared in accordance with the general method of example 1 from 1-(2,4-difluoro-phenyl)-5-(4-nitro-phenyl)-1H-pyrazole (intermediate I) (100 mg, 353 μmol) and commercially available 2-(4-methoxy-phenyl)-acetonitrile.

Sources & evidence

ORD record
ord-2c74a0b581e14a8b981a5005776c2e1f
Source dataset
uspto-grants-2016_09
Patent number
US09440962B2

Linked notes

Loading…