5-Amino-2-(4-morpholinopiperidin-1-yl)benzonitrile → 1-(3-Chloro-4-fluorophenyl)-N-[3-cyano-4-(4-morpholinopiperidin-1-yl) phenyl]-5-methylpyrazole-4-carboxamide

HRID 1744609Notes

Reaction equation

HRID 1744609 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([N:9]2[C:13]([CH3:14])=[C:12]([C:15]([OH:17])=O)[CH:11]=[N:10]2)[CH:5]=[CH:6][C:7]=1[F:8].[NH2:18][C:19]1[CH:20]=[CH:21][C:22]([N:27]2[CH2:32][CH2:31][CH:30]([N:33]3[CH2:38][CH2:37][O:36][CH2:35][CH2:34]3)[CH2:29][CH2:28]2)=[C:23]([CH:26]=1)[C:24]#[N:25]>>[Cl:1][C:2]1[CH:3]=[C:4]([N:9]2[C:13]([CH3:14])=[C:12]([C:15]([NH:18][C:19]3[CH:20]=[CH:21][C:22]([N:27]4[CH2:32][CH2:31][CH:30]([N:33]5[CH2:34][CH2:35][O:36][CH2:37][CH2:38]5)[CH2:29][CH2:28]4)=[C:23]([C:24]#[N:25])[CH:26]=3)=[O:17])[CH:11]=[N:10]2)[CH:5]=[CH:6][C:7]=1[F:8]

Participants

3

Reactant 2

HCID 219423895-Amino-2-(4-morpholinopiperidin-1-yl)benzonitrileHCID 222279051-(3-Chloro-4-fluorophenyl)-5-methyl-1H-pyrazole-4-carboxylic acid

Product 1

HCID 222280871-(3-Chloro-4-fluorophenyl)-N-[3-cyano-4-(4-morpholinopiperidin-1-yl) phenyl]-5-methylpyrazole-4-carboxamideYield 42.2%

Procedure

By the reaction and treatment in the same manner as in Example 64 using 1-(3-chloro-4-fluorophenyl)-5-methylpyrazole-4-carboxylic acid (1.5 g) and 5-amino-2-(4-morpholinopiperidin-1-yl) benzonitrile (1.9 g), the title compound (1.3 g) was obtained, melting point: 266° C.

Sources & evidence

ORD record
ord-6081291f7e8b48b2b30a8820a3960ba5
Source dataset
uspto-grants-2006_03
Patent number
US07015218B1

Reaction notes

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