5-Amino-2-(4-morpholinopiperidin-1-yl)benzonitrile → N-[3-Cyano-4-(4-morpholinopiperidin-1-yl)phenyl]-5-methyl-1-(2-phenylethyl)pyrazole-4-carboxamide

HRID 1744652Notes

Reaction equation

HRID 1744652 reaction equation
[CH3:1][C:2]1[N:6]([CH2:7][CH2:8][C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)[N:5]=[CH:4][C:3]=1[C:15]([OH:17])=O.[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]>>[C:24]([C:23]1[CH:26]=[C:19]([NH:18][C:15]([C:3]2[CH:4]=[N:5][N:6]([CH2:7][CH2:8][C:9]3[CH:10]=[CH:11][CH:12]=[CH:13][CH:14]=3)[C:2]=2[CH3:1])=[O:17])[CH:20]=[CH:21][C:22]=1[N:27]1[CH2:32][CH2:31][CH:30]([N:33]2[CH2:34][CH2:35][O:36][CH2:37][CH2:38]2)[CH2:29][CH2:28]1)#[N:25]

Participants

3

Reactant 2

HCID 219423895-Amino-2-(4-morpholinopiperidin-1-yl)benzonitrileHCID 22227947HCID 22227947, compound

Product 1

HCID 22228020N-[3-Cyano-4-(4-morpholinopiperidin-1-yl)phenyl]-5-methyl-1-(2-phenylethyl)pyrazole-4-carboxamideYield 30.8%

Procedure

The reaction and treatment in the same manner as in Example 64 were conducted using 5-methyl-1-(2-phenylethyl)pyrazole-4-carboxylic acid (0.6 g) and 5-amino-2-(4-morpholinopiperidin-1-yl)benzonitrile (0.75 g) and the resulting product was recrystallized from ethyl acetate to give the title compound (0.4 g), melting point: 195° C.

Workup

  1. customThe reaction and treatment in the same manner as in Example 64
  2. customthe resulting product was recrystallized from ethyl acetate

Sources & evidence

ORD record
ord-d98eafbe80984e47b058b27a56ce1cf7
Source dataset
uspto-grants-2006_03
Patent number
US07015218B1

Reaction notes

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