Dimethylformamide → HCID 21070998, compound

HRID 1372087Notes

Reaction equation

HRID 1372087 reaction equation
[Br:1][C:2]1[C:6]([Br:7])=[C:5]([Br:8])[NH:4][N:3]=1.C([O-])([O-])=O.[K+].[K+].Cl[CH2:16][C:17]([N:19]1[CH2:24][CH2:23][N:22]([C:25]2[CH:30]=[CH:29][C:28]([F:31])=[CH:27][CH:26]=2)[CH2:21][CH2:20]1)=[O:18].CN(C=O)C>CCCCCC.C(OCC)(=O)C>[F:31][C:28]1[CH:27]=[CH:26][C:25]([N:22]2[CH2:21][CH2:20][N:19]([C:17](=[O:18])[CH2:16][N:3]3[C:2]([Br:1])=[C:6]([Br:7])[C:5]([Br:8])=[N:4]3)[CH2:24][CH2:23]2)=[CH:30][CH:29]=1

Participants

6

Reactant 4

HCID 6228DimethylformamideHCID 11430Potassium CarbonateHCID 6276743,4,5-tribromo-1H-pyrazoleHCID 18485111-(Chloroacetyl)-4-(4-fluorophenyl)piperazine

Product 1

HCID 21070998HCID 21070998, compound

Reagents, catalysts & solvents 1

HCID 21226206Ethyl acetate hexaneSolvent

Procedure

Protocol T was followed using 3,4,5-Tribromo-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=1/4) afforded the title compound as white solid. 1H NMR (400 MHz, CDCl3): 6.96–7.2 (m, 2H), 6.84–6.9 (m, 2H), 5.4 (s, 2H), 3.74–3.8 (m, 2H), 3.6–3.68 (m, 2H), 3.04–3.14 (m, 4H). 13C NMR (400 MHz, CDCl3): 164.4, 158, 156, 144.2, 128, 118.4, 118.2, 116, 100, 52.8, 50.2, 50.0, 46.0, 42.2.

Sources & evidence

ORD record
ord-4c0bed9c826e497cb12f2f02bdee13e8
Source dataset
uspto-grants-2007_01
Patent number
US07157464B2

Reaction notes

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