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

HRID 59829

Reaction equation

HRID 59829 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([N:8]2[C:12]([C:13]3[CH:18]=[CH:17][C:16]([N+:19]([O-:21])=O)=[CH:15][CH:14]=3)=[CH:11][CH:10]=[N:9]2)=[CH:4][CH:3]=1.[CH3:22][O:23][C:24]1[CH:29]=[CH:28][C:27]([CH2:30]C#N)=[CH:26][CH:25]=1>>[F:1][C:2]1[CH:3]=[CH:4][C:5]([N:8]2[C:12]([C:13]3[CH:18]=[CH:17][C:16]4=[N:19][O:21][C:30]([C:27]5[CH:28]=[CH:29][C:24]([O:23][CH3:22])=[CH:25][CH:26]=5)=[C:15]4[CH:14]=3)=[CH:11][CH:10]=[N:9]2)=[CH:6][CH:7]=1

Participants

3

Reactant 2

HCID 66031Benzeneacetonitrile, 4-methoxy-HCID 900333991-(4-fluoro-phenyl)-5-(4-nitro-phenyl)-1H-pyrazole2×

Product 1

HCID 730530025-[2-(4-Fluoro-phenyl)-2H-pyrazol-3-yl]-3-(4-methoxy-phenyl)-benzo[c]isoxazole

Procedure

The title compound, yellow solid (35 mg, 26%), MS (ISP) m/z=386.3 [(M+H)+], mp 153° C., was prepared in accordance with the general method of example 1 from 1-(4-fluoro-phenyl)-5-(4-nitro-phenyl)-1H-pyrazole (intermediate C) (100 mg, 353 μmol) and commercially available 2-(4-methoxy-phenyl)-acetonitrile.

Sources & evidence

ORD record
ord-b03d10ee04d2410b9389792a1a403251
Source dataset
uspto-grants-2016_09
Patent number
US09440962B2

Linked notes

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