Cesium carbonate → 1-(4-Fluorophenyl)-6-chloro-5-methoxy-1H-indazole

HRID 1098881노트

반응식

HRID 1098881 반응식
[Cl:1][C:2]1[C:9]([O:10][CH3:11])=[CH:8][C:5]([CH:6]=O)=[C:4](F)[CH:3]=1.[F:13][C:14]1[CH:19]=[CH:18][C:17]([NH:20][NH2:21])=[CH:16][CH:15]=1.C(=O)([O-])[O-].[Cs+].[Cs+]>CN1CCCC1>[F:13][C:14]1[CH:19]=[CH:18][C:17]([N:20]2[C:4]3[C:5](=[CH:8][C:9]([O:10][CH3:11])=[C:2]([Cl:1])[CH:3]=3)[CH:6]=[N:21]2)=[CH:16][CH:15]=1

참가 물질

5

반응물 3

HCID 10796Cesium carbonateHCID 69982(4-Fluorophenyl)hydrazineHCID 149282684-Chloro-2-fluoro-5-methoxybenzaldehyde

생성물 1

HCID 593398871-(4-Fluorophenyl)-6-chloro-5-methoxy-1H-indazole

시약·촉매·용매 1

HCID 84541-Methylpyrrolidine용매

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온도
150 °C

실험 절차

4-Chloro-2-fluoro-5-methoxy benzaldehyde (204 mg, 1.1 mmol) and 4-fluorophenylhydrazine (176 mg, 1.1 mmol) were dissolved in N-methylpyrrolidine (5 mL). After addition of cesium carbonate (1.15 g, 3.3 mmol) the mixture was heated in a microwave reactor (CEM Discovery, 150 Watt) to 150° C. for 20 min. After dilution with DCM the mixture was washed with sat. NaHCO3, brine and the organic phase was evaporated. After purification of the crude by flash chromatography on silica gel 253 mg (84%) of the subtitle compound were obtained.

후처리

  1. washAfter dilution with DCM the mixture was washed with sat. NaHCO3, brine
  2. customthe organic phase was evaporated
  3. customAfter purification of the crude by flash chromatography on silica gel 253 mg (84%) of the subtitle compound
  4. customwere obtained

출처 및 근거

ORD 기록
ord-8a23e4dc89754506960f2ee71ed06f7d
출처 데이터셋
uspto-grants-2012_03
특허 번호
US08143290B2

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