Dimethylformamide → 2-(3-Amino-4-bromo-5-phenyl-pyrazol-1-yl)-1-[4-(4-fluoro-phenyl)-piperazin-1-yl]-ethanone

HRID 1372074노트

반응식

HRID 1372074 반응식
[Br:1][C:2]1[C:3]([NH2:13])=[N:4][NH:5][C:6]=1[C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1.C([O-])([O-])=O.[K+].[K+].Cl[CH2:21][C:22]([N:24]1[CH2:29][CH2:28][N:27]([C:30]2[CH:35]=[CH:34][C:33]([F:36])=[CH:32][CH:31]=2)[CH2:26][CH2:25]1)=[O:23].CN(C=O)C>CCCCCC.C(OCC)(=O)C>[NH2:13][C:3]1[C:2]([Br:1])=[C:6]([C:7]2[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=2)[N:5]([CH2:21][C:22]([N:24]2[CH2:25][CH2:26][N:27]([C:30]3[CH:35]=[CH:34][C:33]([F:36])=[CH:32][CH:31]=3)[CH2:28][CH2:29]2)=[O:23])[N:4]=1

참가 물질

6

반응물 4

HCID 6228DimethylformamideHCID 11430Potassium CarbonateHCID 5943194-Bromo-3-phenyl-1H-pyrazol-5-amineHCID 18485111-(Chloroacetyl)-4-(4-fluorophenyl)piperazine

생성물 1

HCID 210710452-(3-Amino-4-bromo-5-phenyl-pyrazol-1-yl)-1-[4-(4-fluoro-phenyl)-piperazin-1-yl]-ethanone

시약·촉매·용매 1

HCID 21226206Ethyl acetate hexane용매

실험 절차

Protocol T was followed using 4-Bromo-5-phenyl-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=3/7) afforded the title compound as yellow solid. 1H NMR (400 MHz, CDCl3): 7.74–7.78 (m, 2H), 7.24–7.36 (m, 3H), 6.86–6.92 (m, 2H), 6.74–6.78 (m, 2H), 4.9 (s, 2H), 4.22 (s, 2H), 3.64–3.74 (m, 4H), 2.86–3.04 (m, 4H). 13C NMR (400 MHz, CDCl3): 164, 146.2, 144.8, 128, 126.8, 118, 114.8, 60, 50.2, 50, 48.8, 46, 42, 20.

출처 및 근거

ORD 기록
ord-319c619773c04841b955342437c55c62
출처 데이터셋
uspto-grants-2007_01
특허 번호
US07157464B2

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