Benzyl Chloride → 6-Nitro-N-benzyl-2-quinolone

HRID 501579노트

반응식

HRID 501579 반응식
[N+:1]([C:4]1[CH:5]=[C:6]2[C:11](=[CH:12][CH:13]=1)[NH:10][C:9](=[O:14])[CH:8]=[CH:7]2)([O-:3])=[O:2].[F-].[Cs+].[CH2:17](Cl)[C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1>CN(C=O)C>[N+:1]([C:4]1[CH:5]=[C:6]2[C:11](=[CH:12][CH:13]=1)[N:10]([CH2:17][C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1)[C:9](=[O:14])[CH:8]=[CH:7]2)([O-:3])=[O:2]

참가 물질

5

반응물 3

HCID 7503Benzyl ChlorideHCID 25953Cesium fluorideHCID 8999326-Nitroquinolin-2(1H)-one

생성물 1

HCID 597543586-Nitro-N-benzyl-2-quinolone수율 78.2%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

Compound 46B (50 mg, 0.26 mmol) was dissolved in DMF (1 mL), CsF (120 mg, 0.79 mmol) and benzyl chloride (0.09 mL, 0.79 mmol) were added, and the reaction was stirred at rt for 16 h. The reaction mixture was then concentrated under reduced pressure and subsequently purified by silica gel flash chromatography eluting with 0-5% EtOAc/CH2Cl2 (gradient) to give the title compound (57 mg, 77%). LC/MS m/z 281 [M+H]+.

후처리

  1. concentrationThe reaction mixture was then concentrated under reduced pressure
  2. customsubsequently purified by silica gel flash chromatography
  3. washeluting with 0-5% EtOAc/CH2Cl2 (gradient)

출처 및 근거

ORD 기록
ord-a776675dbb9d4e20b661bee69d749aad
출처 데이터셋
uspto-grants-2010_08
특허 번호
US07772267B2

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