Trifluoroacetic acid → HCID 59375136, 화합물

HRID 661835노트

반응식

HRID 661835 반응식
[Br:1][C:2]1[C:3]([CH3:20])=[C:4]([N:8]2[CH:17](O)[CH2:16][C:15]3[C:10](=[CH:11][CH:12]=[CH:13][CH:14]=3)[C:9]2=[O:19])[CH:5]=[CH:6][CH:7]=1.C([SiH](CC)CC)C.C(O)(C(F)(F)F)=O>C(Cl)Cl>[Br:1][C:2]1[C:3]([CH3:20])=[C:4]([N:8]2[CH:17]=[CH:16][C:15]3[C:10](=[CH:11][CH:12]=[CH:13][CH:14]=3)[C:9]2=[O:19])[CH:5]=[CH:6][CH:7]=1

참가 물질

5

반응물 3

HCID 6422Trifluoroacetic acidHCID 12052TriethylsilaneHCID 66606820HCID 66606820, 화합물

생성물 1

HCID 59375136HCID 59375136, 화합물수율 67%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

Step 3 A solution of crude 2-(3-bromo-2-methylphenyl)-3-hydroxy-3,4-dihydroisoquinolin-1(2H)-one (600 mg, 1.806 mmol) in DCM (30 mL) was treated with triethylsilane (15 mL, 94 mmol) and the resulting mixture was treated slowly with TFA (1.392 mL, 18.06 mmol). The mixture was stirred at rt for 2 h, then was concentrated and the residue was dissolved in DCM. The solution was washed with NaHCO3 (aq) and water, then was dried and concentrated. The residue was purified by column chromatography (eluting with a gradient from 80:20 to 60:40 hexane-EtOAc) to give 2-(3-bromo-2-methylphenyl)isoquinolin-1(2H)-one as a white solid (380 mg, 67%). Mass spectrum m/z 314, 316 (M+H)+.

후처리

  1. concentrationwas concentrated
  2. dissolutionthe residue was dissolved in DCM
  3. washThe solution was washed with NaHCO3 (aq) and water
  4. customwas dried
  5. concentrationconcentrated
  6. customThe residue was purified by column chromatography (
  7. washeluting with a gradient from 80:20 to 60:40 hexane-EtOAc)

출처 및 근거

ORD 기록
ord-5a734ef6e4cb4be7881929fc1d306468
출처 데이터셋
uspto-grants-2011_12
특허 번호
US08084620B2

반응 노트

불러오는 중…