1-(4-chlorophenyl)-5-methyl-1H-pyrazole-4-carboxylic acid → N-[4-(1-Benzylpiperidin-4-yloxy)-3-cyanophenyl]-1-(4-chlorophenyl)-5-methylpyrazole-4-carboxamide

HRID 1744641Notes

Reaction equation

HRID 1744641 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([N:8]2[C:12]([CH3:13])=[C:11]([C:14]([OH:16])=O)[CH:10]=[N:9]2)=[CH:4][CH:3]=1.[NH2:17][C:18]1[CH:19]=[CH:20][C:21]([O:26][CH:27]2[CH2:32][CH2:31][N:30]([CH2:33][C:34]3[CH:39]=[CH:38][CH:37]=[CH:36][CH:35]=3)[CH2:29][CH2:28]2)=[C:22]([CH:25]=1)[C:23]#[N:24]>>[CH2:33]([N:30]1[CH2:29][CH2:28][CH:27]([O:26][C:21]2[CH:20]=[CH:19][C:18]([NH:17][C:14]([C:11]3[CH:10]=[N:9][N:8]([C:5]4[CH:4]=[CH:3][C:2]([Cl:1])=[CH:7][CH:6]=4)[C:12]=3[CH3:13])=[O:16])=[CH:25][C:22]=2[C:23]#[N:24])[CH2:32][CH2:31]1)[C:34]1[CH:39]=[CH:38][CH:37]=[CH:36][CH:35]=1

Participants

3

Reactant 2

HCID 27771661-(4-chlorophenyl)-5-methyl-1H-pyrazole-4-carboxylic acidHCID 219423525-Amino-2-(1-benzylpiperidin-4-yloxy)benzonitrile

Product 1

HCID 22228123N-[4-(1-Benzylpiperidin-4-yloxy)-3-cyanophenyl]-1-(4-chlorophenyl)-5-methylpyrazole-4-carboxamideYield 29.2%

Procedure

By the reaction and treatment in the same manner as in Example 64 using 1-(4-chlorophenyl)-5-methylpyrazole-4-carboxylic acid (1.0 g) and 5-amino-2-(1-benzylpiperidin-4-yloxy)benzonitrile (1.2 g), the title compound (0.6 g) was obtained, melting point: 194° C.

Sources & evidence

ORD record
ord-0c5d5d48408c4c64b41b86bebd42031f
Source dataset
uspto-grants-2006_03
Patent number
US07015218B1

Reaction notes

Loading…