Boron tribromide → HCID 11639387, 화합물

HRID 1817502노트

반응식

HRID 1817502 반응식
[CH:1]1([N:6]2[C:14]3[C:9](=[CH:10][CH:11]=[CH:12][C:13]=3[C:15]([F:18])([F:17])[F:16])[C:8]([C:19]([C:21]3[CH:26]=[CH:25][CH:24]=[C:23]([O:27]C)[CH:22]=3)=[O:20])=[N:7]2)[CH2:5][CH2:4][CH2:3][CH2:2]1.B(Br)(Br)Br>C(Cl)Cl>[CH:1]1([N:6]2[C:14]3[C:9](=[CH:10][CH:11]=[CH:12][C:13]=3[C:15]([F:17])([F:18])[F:16])[C:8]([C:19]([C:21]3[CH:26]=[CH:25][CH:24]=[C:23]([OH:27])[CH:22]=3)=[O:20])=[N:7]2)[CH2:2][CH2:3][CH2:4][CH2:5]1

참가 물질

4

반응물 2

HCID 25134Boron tribromideHCID 69060133HCID 69060133, 화합물

생성물 1

HCID 11639387HCID 11639387, 화합물수율 81.8%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

A solution of [1-cyclopentyl-7-(trifluoromethyl)-1H-indazol-3-yl](3-methoxyphenyl)methanone (0.19 g, 0.49 mmol) in 10 mL of CH2Cl2 containing 0.2 mL cyclohexene was cooled to −78° C. under an argon atmosphere. Boron tribromide (0.185 mL, 1.95 mmol) was added in one portion and the reaction mixture was allowed to warm to ambient temperature. The reaction was quenched by the careful addition of methanol. The reaction mixture was partitioned with EtOAc and 1 N HCl. The organic phase was washed with brine and dried (Na2SO4). The solvents were removed in vacuo and the residue purified by flash chromatography to give 0.15 g of the title compound as a light yellow solid, (mp 152° C.).

후처리

  1. customThe reaction was quenched by the careful addition of methanol
  2. customThe reaction mixture was partitioned with EtOAc and 1 N HCl
  3. washThe organic phase was washed with brine
  4. dry with materialdried (Na2SO4)
  5. customThe solvents were removed in vacuo
  6. customthe residue purified by flash chromatography

출처 및 근거

ORD 기록
ord-59d8c3fb8ca04366af8f729c2226a67e
출처 데이터셋
uspto-grants-2009_10
특허 번호
US07598286B2

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