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

HRID 13171

반응식

HRID 13171 반응식
F[CH2:2][O:3][C:4]1[CH:11]=[CH:10][CH:9]=[CH:8][C:5]=1C=O.Cl.[F:13][C:14]1[CH:19]=[CH:18][C:17]([NH:20][NH2:21])=[CH:16][CH:15]=1.[C:22](=O)([O-])[O-].[Cs+].[Cs+]>CN1C(=O)CCC1.ClCCl>[F:13][C:14]1[CH:19]=[CH:18][C:17]([N:20]2[C:9]3[C:10](=[CH:11][C:4]([O:3][CH3:2])=[CH:5][CH:8]=3)[CH:22]=[N:21]2)=[CH:16][CH:15]=1

참가 물질

6

반응물 3

HCID 10796Cesium carbonateHCID 699814-Fluorophenylhydrazine hydrochlorideHCID 200615072-(Fluoromethoxy)benzaldehyde

생성물 1

HCID 593396221-(4-Fluorophenyl)-5-methoxy-1H-indazole

시약·촉매·용매 2

HCID 6344Dichloromethane용매HCID 13387N-methyl-2-pyrrolidone용매

반응 조건

온도
150 °C

실험 절차

A mixture of 2-fluoromethoxybenzaldehyde (2.1 mmol, 320 mg), 4-fluorophenylhydrazine hydrochloride (2.1 mmol, 340 mg) and cesium carbonate (3 mmol, 2.0 g) in NMP (6 ml) was heated in a microwave reactor (300 W, 20 min, 150° C.). After cooling to r.t. the reaction mixture was diluted with dichloromethane (20 ml) and washed with 1M HCl, and sat. NaHCO3. The organic layer was dried over Na2SO4, concentrated, and purified by flash chromatography on silica gel (heptane-ethyl acetate).

후처리

  1. temperatureAfter cooling to r.t. the reaction mixture
  2. washwashed with 1M HCl, and sat. NaHCO3
  3. dry with materialThe organic layer was dried over Na2SO4
  4. concentrationconcentrated
  5. custompurified by flash chromatography on silica gel (heptane-ethyl acetate)

출처 및 근거

ORD 기록
ord-c8e87cd6e7c044e2b1f536b44b2227db
출처 데이터셋
uspto-grants-2010_06
특허 번호
US07728030B2

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