Dimethylformamide → HCID 21071056, compound

HRID 1372107Notes

Reaction equation

HRID 1372107 reaction equation
[Cl:1][C:2]1[C:3]([C:7]2[S:8][C:9]([Cl:12])=[CH:10][CH:11]=2)=[N:4][NH:5][CH:6]=1.C([O-])([O-])=O.[K+].[K+].Cl[CH2:20][C:21]([N:23]1[CH2:28][CH2:27][N:26]([C:29]2[CH:34]=[CH:33][C:32]([F:35])=[CH:31][CH:30]=2)[CH2:25][CH2:24]1)=[O:22].CN(C=O)C>CCCCCC.C(OCC)(=O)C>[Cl:1][C:2]1[C:3]([C:7]2[S:8][C:9]([Cl:12])=[CH:10][CH:11]=2)=[N:4][N:5]([CH2:20][C:21]([N:23]2[CH2:24][CH2:25][N:26]([C:29]3[CH:34]=[CH:33][C:32]([F:35])=[CH:31][CH:30]=3)[CH2:27][CH2:28]2)=[O:22])[CH:6]=1

Participants

6

Reactant 4

HCID 6228DimethylformamideHCID 11430Potassium CarbonateHCID 18485111-(Chloroacetyl)-4-(4-fluorophenyl)piperazineHCID 178478000HCID 178478000, compound

Product 1

HCID 21071056HCID 21071056, compound

Reagents, catalysts & solvents 1

HCID 21226206Ethyl acetate hexaneSolvent

Procedure

Protocol T was followed using 4-Chloro-3-(5-chloro-thiophen-2-yl)-1H-pyrazole, K2CO3, 2-Chloro-1-[4-(4-fluoro-phenyl)-piperazin-1-yl]-ethanone and DMF. Column chromatography using a solvent mixture (hexane/ethyl acetate=2/3) afforded the title compound as yellow solid. 1H NMR (400 MHz, CDCl3): 7.58 (s, 1H), 7.38–7.42 (d, 1H), 6.94–7.1 (m, 2H), 6.84–6.88 (dd, 2H), 4.96 (s, 2H), 3.62–3.81 (m, 4H), 3.02–3.14 (m, 4H). 13C NMR (400 MHz, CDCl3): 165, 158.8, 156.8, 142.4, 131, 126.8, 124.8, 119, 116, 115.6, 54, 52, 51.6, 46, 42.6.

Sources & evidence

ORD record
ord-9c02d7a0cc1844a6ab71e6e5d0162f31
Source dataset
uspto-grants-2007_01
Patent number
US07157464B2

Reaction notes

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