Water → HCID 89445280, 화합물

HRID 1771808노트

반응식

HRID 1771808 반응식
[F:1][C:2]1[C:3]([NH:12][CH2:13][C:14]2[CH:19]=[C:18]([C:20]3[CH:25]=[CH:24][CH:23]=[C:22]([F:26])[CH:21]=3)[CH:17]=[CH:16][C:15]=2[F:27])=[C:4]([C:7]([O:10]C)=[CH:8][CH:9]=1)[C:5]#[N:6].B(Br)(Br)Br.O>C(Cl)Cl>[F:1][C:2]1[C:3]([NH:12][CH2:13][C:14]2[CH:19]=[C:18]([C:20]3[CH:25]=[CH:24][CH:23]=[C:22]([F:26])[CH:21]=3)[CH:17]=[CH:16][C:15]=2[F:27])=[C:4]([C:7]([OH:10])=[CH:8][CH:9]=1)[C:5]#[N:6]

참가 물질

5

반응물 3

HCID 962WaterHCID 25134Boron tribromideHCID 89443811HCID 89443811, 화합물

생성물 1

HCID 89445280HCID 89445280, 화합물수율 68%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

To a solution of 3-fluoro-2-[[2-fluoro-5-(3-fluorophenyl)phenyl]methylamino]-6-methoxy-benzonitrile (560 mg, 1.5 mmol, 1 eq) in CH2Cl2 (30 mL) was added BBr3 (1.14 g, 4.5 mmol, 3 eq) and the reaction was stirred overnight. The mixture was then poured into water, and the aqueous layer was extracted with EtOAc. The combined organic extracts were washed with brine, dried (Na2SO4), filtered and evaporated in vacuo. The residue obtained was purified by column chromatography (petroleum ether:EtOAc, 10:1 to 5:1) to give the title compound as a yellow oil (360 mg, 68%).

후처리

  1. extractionthe aqueous layer was extracted with EtOAc
  2. washThe combined organic extracts were washed with brine
  3. dry with materialdried (Na2SO4)
  4. filtrationfiltered
  5. customevaporated in vacuo
  6. customThe residue obtained
  7. customwas purified by column chromatography (petroleum ether:EtOAc, 10:1 to 5:1)

출처 및 근거

ORD 기록
ord-4a19a7145b134c4c9c88544a02ac3645
출처 데이터셋
uspto-grants-2016_02
특허 번호
US09249085B2

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