Dimethylformamide → HCID 68424018, compound

HRID 270875Notes

Reaction equation

HRID 270875 reaction equation
[CH2:1]([O:3][C:4]([C:6]1[C:7]([Cl:16])=[C:8]([C:11]2[S:12][CH:13]=[CH:14][CH:15]=2)[NH:9][N:10]=1)=[O:5])[CH3:2].C([O-])([O-])=O.[K+].[K+].Cl[CH2:24][C:25]([N:27]1[CH2:32][CH2:31][N:30]([C:33]2[CH:38]=[CH:37][C:36]([F:39])=[CH:35][CH:34]=2)[CH2:29][CH2:28]1)=[O:26].CN(C=O)C>CCCCCC.C(OCC)(=O)C>[CH2:1]([O:3][C:4]([C:6]1[C:7]([Cl:16])=[C:8]([C:11]2[S:12][CH:13]=[CH:14][CH:15]=2)[N:9]([CH2:24][C:25]([N:27]2[CH2:28][CH2:29][N:30]([C:33]3[CH:38]=[CH:37][C:36]([F:39])=[CH:35][CH:34]=3)[CH2:31][CH2:32]2)=[O:26])[N:10]=1)=[O:5])[CH3:2]

Participants

6

Reactant 4

HCID 6228DimethylformamideHCID 11430Potassium CarbonateHCID 18485111-(Chloroacetyl)-4-(4-fluorophenyl)piperazineHCID 58778041HCID 58778041, compound

Product 1

HCID 68424018HCID 68424018, compound

Reagents, catalysts & solvents 1

HCID 21226206Ethyl acetate hexaneSolvent

Procedure

Protocol T was followed using 4-Chloro-3-Thiophen-2-yl-2H-pyrazole-5-carboxylic acid ethyl ester, K2CO3, 2-Chloro-1-[4-(4-fluoro-phenyl)-piperazin-1-yl]-ethanone and DMF. Column chromatography using a solvent mixture (hexane/ethyl acetate=1.5/1: Rf=0.62) afforded the title compound. 1H NMR (400 MHz, CDCl3): 7.06-7.36 (m, 1H), 6.96-7.2 (m, 3H), 6.84-6.92 (m, 3H), 54.46 (s, 2H), 4.3-4.4 (q, 2H), 3.6-3.82 (m, 4H), 3.05-3.25 (m, 4H), 1.3-1.42 (m, 3H).

Sources & evidence

ORD record
ord-c46674745de14b18bccad7f95195f995
Source dataset
uspto-grants-2008_11
Patent number
US07449576B1

Reaction notes

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