5-Methyl-1-phenylpyrazole-4-carboxylic acid → N-[3-Cyano-4-(4-morpholinopiperidin-1-yl)phenyl]-1-phenyl-5-methylpyrazole-4-carboxamide

HRID 1744611Notes

Reaction equation

HRID 1744611 reaction equation
[C:1]1([N:7]2[C:11]([CH3:12])=[C:10]([C:13]([OH:15])=O)[CH:9]=[N:8]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[NH2:16][C:17]1[CH:18]=[CH:19][C:20]([N:25]2[CH2:30][CH2:29][CH:28]([N:31]3[CH2:36][CH2:35][O:34][CH2:33][CH2:32]3)[CH2:27][CH2:26]2)=[C:21]([CH:24]=1)[C:22]#[N:23]>>[C:22]([C:21]1[CH:24]=[C:17]([NH:16][C:13]([C:10]2[CH:9]=[N:8][N:7]([C:1]3[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=3)[C:11]=2[CH3:12])=[O:15])[CH:18]=[CH:19][C:20]=1[N:25]1[CH2:30][CH2:29][CH:28]([N:31]2[CH2:32][CH2:33][O:34][CH2:35][CH2:36]2)[CH2:27][CH2:26]1)#[N:23]

Participants

3

Reactant 2

HCID 1452215-Methyl-1-phenylpyrazole-4-carboxylic acidHCID 219423895-Amino-2-(4-morpholinopiperidin-1-yl)benzonitrile

Product 1

HCID 22227910N-[3-Cyano-4-(4-morpholinopiperidin-1-yl)phenyl]-1-phenyl-5-methylpyrazole-4-carboxamideYield 20.3%

Procedure

By the reaction and treatment in the same manner as in Example 64 using 1-phenyl-5-methylpyrazole-4-carboxylic acid (0.6 g) and 5-amino-2-(4-morpholinopiperidin-1-yl)benzonitrile (0.6 g), the title compound (0.2 g) was obtained, melting point: 223° C.

Sources & evidence

ORD record
ord-59eb27bbf1fe4d49988d0dff4d545294
Source dataset
uspto-grants-2006_03
Patent number
US07015218B1

Reaction notes

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