Water → 1,3-Benzenediol, 4-[1-(2-propenyl)-7-(trifluoromethyl)-1H-indazol-3-yl]-

HRID 1988496노트

반응식

HRID 1988496 반응식
[CH2:1]([N:4]1[C:12]2[C:7](=[CH:8][CH:9]=[CH:10][C:11]=2[C:13]([F:16])([F:15])[F:14])[C:6]([C:17]2[CH:22]=[CH:21][C:20]([O:23]C)=[CH:19][C:18]=2[O:25]C)=[N:5]1)[CH:2]=[CH2:3].C1CCCCC=1.B(Br)(Br)Br.O>C(Cl)Cl>[CH2:1]([N:4]1[C:12]2[C:7](=[CH:8][CH:9]=[CH:10][C:11]=2[C:13]([F:16])([F:15])[F:14])[C:6]([C:17]2[CH:22]=[CH:21][C:20]([OH:23])=[CH:19][C:18]=2[OH:25])=[N:5]1)[CH:2]=[CH2:3]

참가 물질

6

반응물 4

HCID 962WaterHCID 8079CyclohexeneHCID 25134Boron tribromideHCID 116605201-allyl-3-(2,4-dimethoxyphenyl)-7-(trifluoromethyl)-1H-indazole

생성물 1

HCID 1354619821,3-Benzenediol, 4-[1-(2-propenyl)-7-(trifluoromethyl)-1H-indazol-3-yl]-

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

1-allyl-3-(2,4-dimethoxyphenyl)-7-(trifluoromethyl)-1H-indazole (0.065 g, 0.18 mmol) in CH2Cl2 containing 1.0 mL of cyclohexene at −78° C. was treated with boron tribromide (0.136 mL, 1.4 mmol) and slowly allowed to warm to ambient temperature. The reaction was quenched by dropwise edition of CH3OH to the cooled reaction. The solvent was removed in vacuo and the residue partitioned with EtOAc and 1 N HCl. The organic phase was washed with brine and dried (Na2SO4). Removal of the solvent in vacuo afforded the crude product. Pure product was obtained by crystallization or flash chromatography through water deactivated silica gel. A sample of 0.066 g was obtained as a white solid.

후처리

  1. customThe reaction was quenched by dropwise edition of CH3OH to the cooled reaction
  2. customThe solvent was removed in vacuo
  3. customthe residue partitioned with EtOAc and 1 N HCl
  4. washThe organic phase was washed with brine
  5. dry with materialdried (Na2SO4)
  6. customRemoval of the solvent in vacuo
  7. customafforded the crude product
  8. customA sample of 0.066 g was obtained as a white solid

출처 및 근거

ORD 기록
ord-f51e824775f74cff8a7509cfd836413f
출처 데이터셋
uspto-grants-2009_06
특허 번호
US07555415B2

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