1-(4-chlorophenyl)-5-methyl-1H-pyrazole-4-carbonyl chloride → 1-(4-Chlorophenyl)-N-[3-cyano-4-(3-morpholinopropoxy)phenyl]-5-methylpyrazole-4-carboxamide

HRID 1744672Notes

Reaction equation

HRID 1744672 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([N:8]2[C:12]([CH3:13])=[C:11]([C:14](Cl)=[O:15])[CH:10]=[N:9]2)=[CH:4][CH:3]=1.[NH2:17][C:18]1[CH:19]=[CH:20][C:21]([O:26][CH2:27][CH2:28][CH2:29][N:30]2[CH2:35][CH2:34][O:33][CH2:32][CH2:31]2)=[C:22]([CH:25]=1)[C:23]#[N:24]>>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([N:8]2[C:12]([CH3:13])=[C:11]([C:14]([NH:17][C:18]3[CH:19]=[CH:20][C:21]([O:26][CH2:27][CH2:28][CH2:29][N:30]4[CH2:31][CH2:32][O:33][CH2:34][CH2:35]4)=[C:22]([C:23]#[N:24])[CH:25]=3)=[O:15])[CH:10]=[N:9]2)=[CH:4][CH:3]=1

Participants

3

Reactant 2

HCID 27761281-(4-chlorophenyl)-5-methyl-1H-pyrazole-4-carbonyl chlorideHCID 222280855-Amino-2-(3-morpholinopropoxy)benzonitrile

Product 1

HCID 222282161-(4-Chlorophenyl)-N-[3-cyano-4-(3-morpholinopropoxy)phenyl]-5-methylpyrazole-4-carboxamideYield 25.1%

Procedure

By the reaction and treatment in the same manner as in Example 150 using 1-(4-chlorophenyl)-5-methylpyrazole-4-carboxylic chloride (0.74 g) and 5-amino-2-(3-morpholinopropoxy) benzonitrile (0.76 g), the title compound (0.35 g) was obtained, melting point: 155–157° C.

Sources & evidence

ORD record
ord-b75d2469bd424e68a73b17e6aab2d9a5
Source dataset
uspto-grants-2006_03
Patent number
US07015218B1

Reaction notes

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