4-(Trifluoromethyl)phenyl isocyanate → Methyl 3-(4-chlorophenyl)-4-methyl-1-{[4-(trifluoromethyl)phenyl]carbamoyl}-4,5-dihydro-1H-pyrazole-4-carboxylate

HRID 1607227Notes

Reaction equation

HRID 1607227 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[C:12]([C:14]([O:16][CH3:17])=[O:15])([CH3:13])[CH2:11][NH:10][N:9]=2)=[CH:4][CH:3]=1.[F:18][C:19]([F:30])([F:29])[C:20]1[CH:25]=[CH:24][C:23]([N:26]=[C:27]=[O:28])=[CH:22][CH:21]=1>>[F:18][C:19]([F:29])([F:30])[C:20]1[CH:21]=[CH:22][C:23]([NH:26][C:27]([N:10]2[CH2:11][C:12]([C:14]([O:16][CH3:17])=[O:15])([CH3:13])[C:8]([C:5]3[CH:4]=[CH:3][C:2]([Cl:1])=[CH:7][CH:6]=3)=[N:9]2)=[O:28])=[CH:24][CH:25]=1

Participants

3

Reactant 2

HCID 737684-(Trifluoromethyl)phenyl isocyanateHCID 198521233-(4-chlorophenyl)-4-carbomethoxy-4-methyl-4,5-dihydro-1H-pyrazole

Product 1

HCID 108039Methyl 3-(4-chlorophenyl)-4-methyl-1-{[4-(trifluoromethyl)phenyl]carbamoyl}-4,5-dihydro-1H-pyrazole-4-carboxylateYield 95%

Procedure

3-(4-chlorophenyl)-4-carbomethoxy-4-methyl-4,5-dihydro-1H-pyrazole (Example O) and 4-trifluoromethylphenyl isocyanate were reacted by substantially following the procedure given in Example D to give a 95% yield of N-(4-trifluoromethylphenyl)-3-(4-chlorophenyl)-4-carbomethoxy-4-methyl-4,5-dihydro-1H-pyrazole-1-carboxamide. NMR data was consistent with the structure.

Sources & evidence

ORD record
ord-0f6de54fdbe14f2698a674234a5b5c00
Source dataset
uspto-grants-1989_09
Patent number
US04863947

Reaction notes

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