Dimethylformamide → HCID 21071134, compound

HRID 1372113Notes

Reaction equation

HRID 1372113 reaction equation
[NH2:1][C:2]1[NH:6][N:5]=[C:4]([CH2:7][C:8]#[N:9])[C:3]=1[C:10]#[N:11].C([O-])([O-])=O.[K+].[K+].Cl[CH2:19][C:20]([N:22]1[CH2:27][CH2:26][N:25]([C:28]2[CH:33]=[CH:32][C:31]([F:34])=[CH:30][CH:29]=2)[CH2:24][CH2:23]1)=[O:21].CN(C=O)C>CCCCCC.C(OCC)(=O)C>[NH2:1][C:2]1[C:3]([C:10]#[N:11])=[C:4]([CH2:7][C:8]#[N:9])[N:5]([CH2:19][C:20]([N:22]2[CH2:23][CH2:24][N:25]([C:28]3[CH:33]=[CH:32][C:31]([F:34])=[CH:30][CH:29]=3)[CH2:26][CH2:27]2)=[O:21])[N:6]=1

Participants

6

Reactant 4

HCID 6228DimethylformamideHCID 11430Potassium CarbonateHCID 18485111-(Chloroacetyl)-4-(4-fluorophenyl)piperazineHCID 178510900HCID 178510900, compound

Product 1

HCID 21071134HCID 21071134, compound

Reagents, catalysts & solvents 1

HCID 21226206Ethyl acetate hexaneSolvent

Procedure

Protocol T was followed using 5-amino-3-cyanomethyl-1H-pyrazole-4-carbonitrile, K2CO3, 2-Chloro-1-[4-(4-fluoro-phenyl)-piperazin-1-yl]-ethanone and DMF. Column chromatography using a solvent mixture (hexane/ethyl acetate=3/2) afforded the title compound as white solid. 1H NMR (400 MHz, CDCl3): 6.96–7.2 (m, 2H), 6.86–6.92 (m, 2H), 5.2 (s, 2H), 4.86 (s, 2H), 3.78–3.86 (m, 4H), 3.7 (s, 2H), 3.08–3.16 (m, 4H). MS (ES) M+H expected 367.39, found 368.1.

Sources & evidence

ORD record
ord-ac2c1626a85a479ea55497a723f4da52
Source dataset
uspto-grants-2007_01
Patent number
US07157464B2

Reaction notes

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