p-Tolylacetonitrile → 5-[2-(2-Chloro-phenyl)-2H-pyrazol-3-yl]-3-p-tolyl-benzo[c]isoxazole

HRID 59855

Reaction equation

HRID 59855 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[N:8]1[C:12]([C:13]2[CH:18]=[CH:17][C:16]([N+:19]([O-])=[O:20])=[CH:15][CH:14]=2)=[CH:11][CH:10]=[N:9]1.[C:22]1([CH3:31])[CH:27]=[CH:26][C:25]([CH2:28]C#N)=[CH:24][CH:23]=1>>[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[N:8]1[C:12]([C:13]2[CH:18]=[CH:17][C:16]3=[N:19][O:20][C:31]([C:22]4[CH:27]=[CH:26][C:25]([CH3:28])=[CH:24][CH:23]=4)=[C:15]3[CH:14]=2)=[CH:11][CH:10]=[N:9]1

Participants

3

Reactant 2

HCID 76280p-TolylacetonitrileHCID 900325511-(2-chloro-phenyl)-5-(4-nitro-phenyl)-1H-pyrazole2×

Product 1

HCID 730512585-[2-(2-Chloro-phenyl)-2H-pyrazol-3-yl]-3-p-tolyl-benzo[c]isoxazole

Procedure

The title compound, light green solid (39 mg, 30%), MS (ISP) m/z=386.2 [(M+H)+], mp 176° C., was prepared in accordance with the general method of example 1 from 1-(2-chloro-phenyl)-5-(4-nitro-phenyl)-1H-pyrazole (intermediate L) (100 mg, 353 μmol) and commercially available 2-(p-tolyl)-acetonitrile.

Sources & evidence

ORD record
ord-f7d8be869c284b299307d2d44a281ad9
Source dataset
uspto-grants-2016_09
Patent number
US09440962B2

Linked notes

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