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

HRID 59840

Reaction equation

HRID 59840 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([N:9]2[C:13]([C:14]3[CH:19]=[CH:18][C:17]([N+:20]([O-])=[O:21])=[CH:16][CH:15]=3)=[CH:12][CH:11]=[N:10]2)=[CH:5][CH:4]=1.[CH3:23][O:24][C:25]1[CH:30]=[CH:29][C:28]([CH2:31]C#N)=[CH:27][CH:26]=1>>[CH3:23][O:24][C:25]1[CH:30]=[CH:29][C:28]([C:31]2[O:21][N:20]=[C:17]3[CH:18]=[CH:19][C:14]([C:13]4[N:9]([C:6]5[CH:5]=[CH:4][C:3]([O:2][CH3:1])=[CH:8][CH:7]=5)[N:10]=[CH:11][CH:12]=4)=[CH:15][C:16]=23)=[CH:27][CH:26]=1

Participants

3

Reactant 2

HCID 66031Benzeneacetonitrile, 4-methoxy-HCID 90032750HCID 90032750, compound2×

Product 1

HCID 730532923-(4-Methoxy-phenyl)-5-[2-(4-methoxy-phenyl)-2H-pyrazol-3-yl]-benzo[c]isoxazole

Procedure

The title compound, yellow solid (7 mg, 5%), MS (ISP) m/z=398.2 [(M+H)+], mp 133° C., was prepared in accordance with the general method of example 1 from 1-(4-methoxy-phenyl)-5-(4-nitro-phenyl)-1H-pyrazole (intermediate G) (100 mg, 353 μmol) and commercially available 2-(4-methoxy-phenyl)-acetonitrile.

Sources & evidence

ORD record
ord-4cbfde173a334afc80725cf1b6d0aeed
Source dataset
uspto-grants-2016_09
Patent number
US09440962B2

Linked notes

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