Dimethylformamide → HCID 21071049, compound

HRID 1372114Notes

Reaction equation

HRID 1372114 reaction equation
[CH3:1][C:2]1[NH:6][N:5]=[C:4]([NH2:7])[CH:3]=1.C([O-])([O-])=O.[K+].[K+].Cl[CH2:15][C:16]([N:18]1[CH2:23][CH2:22][N:21]([C:24]2[CH:29]=[CH:28][C:27]([F:30])=[CH:26][CH:25]=2)[CH2:20][CH2:19]1)=[O:17].CN(C=O)C>CCCCCC.C(OCC)(=O)C>[NH2:7][C:4]1[CH:3]=[C:2]([CH3:1])[N:6]([CH2:15][C:16]([N:18]2[CH2:19][CH2:20][N:21]([C:24]3[CH:29]=[CH:28][C:27]([F:30])=[CH:26][CH:25]=3)[CH2:22][CH2:23]2)=[O:17])[N:5]=1

Participants

6

Reactant 4

HCID 6228DimethylformamideHCID 11430Potassium CarbonateHCID 931461H-Pyrazol-3-amine, 5-methyl-HCID 18485111-(Chloroacetyl)-4-(4-fluorophenyl)piperazine

Product 1

HCID 21071049HCID 21071049, compound

Reagents, catalysts & solvents 1

HCID 21226206Ethyl acetate hexaneSolvent

Procedure

Protocol T was followed using 5-methyl-1H-pyrazol-3-ylamine, 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 a colorless oil. 1H NMR (400 MHz, CDCl3): 7.12–7.18 (m, 3H), 7.0–7.08 (t, 2H), 4.8 (s, 2H), 5.1 (s, 2H), 3.78–3.88 (m, 4H), 3.18–3.38 (m, 4H), 2.28 (s, 3H). MS (ES) M+H expected 317.37, found 318.1

Sources & evidence

ORD record
ord-fd21066c70d14f5295cc36b949f6220f
Source dataset
uspto-grants-2007_01
Patent number
US07157464B2

Reaction notes

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