Dimethylformamide → HCID 22228213, compound

HRID 1744597Notes

Reaction equation

HRID 1744597 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([N:8]2[C:12]([CH3:13])=[C:11]([C:14]([NH:16][C:17]3[CH:22]=[CH:21][C:20]([N:23]4[CH2:28][CH2:27][NH:26][CH2:25][CH2:24]4)=[C:19]([C:29]#[N:30])[CH:18]=3)=[O:15])[CH:10]=[N:9]2)=[CH:4][CH:3]=1.Br[CH2:32][CH2:33][CH2:34][OH:35].C(=O)([O-])[O-].[K+].[K+].CN(C)C=O>O>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([N:8]2[C:12]([CH3:13])=[C:11]([C:14]([NH:16][C:17]3[CH:22]=[CH:21][C:20]([N:23]4[CH2:24][CH2:25][N:26]([CH2:32][CH2:33][CH2:34][OH:35])[CH2:27][CH2:28]4)=[C:19]([C:29]#[N:30])[CH:18]=3)=[O:15])[CH:10]=[N:9]2)=[CH:4][CH:3]=1

Participants

6

Reactant 4

HCID 6228DimethylformamideHCID 11430Potassium CarbonateHCID 123083-Bromo-1-propanolHCID 22228019HCID 22228019, compound

Product 1

HCID 22228213HCID 22228213, compoundYield 54.9%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
60 °C

Procedure

1-(4-Chlorophenyl)-N-[3-cyano-4-(piperazin-1-yl)phenyl]-5-methylpyrazole-4-carboxamide (4.0 g), 3-bromopropanol (1.6 g) and potassium carbonate (1.6 g) were added to dimethylformamide (25 ml) and the mixture was stirred at 60° C. for 3 h. The reaction mixture was added into water, and the obtained crystals were recrystallized from hydrous dimethylformamide to give the title compound (2.5 g), melting point: 213° C.

Workup

  1. customthe obtained crystals were recrystallized from hydrous dimethylformamide

Sources & evidence

ORD record
ord-36a758602dc34b89aa56d9d827981805
Source dataset
uspto-grants-2006_03
Patent number
US07015218B1

Reaction notes

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