Water → 6-Bromo-8-fluoro-1-methyl-3,4-dihydroquinolin-2(1H)-one

HRID 530333노트

반응식

HRID 530333 반응식
[Br:1][C:2]1[CH:3]=[C:4]2[C:9](=[C:10]([F:12])[CH:11]=1)[NH:8][C:7](=[O:13])[CH2:6][CH2:5]2.[CH3:14]C(C)([O-])C.[K+].CI.O>CN(C=O)C>[Br:1][C:2]1[CH:3]=[C:4]2[C:9](=[C:10]([F:12])[CH:11]=1)[N:8]([CH3:14])[C:7](=[O:13])[CH2:6][CH2:5]2

참가 물질

6

반응물 4

HCID 962WaterHCID 6328Methyl iodideHCID 23665647Potassium tert-butoxideHCID 709774606-BROMO-8-FLUORO-3,4-DIHYDROQUINOLIN-2(1H)-ONE

생성물 1

HCID 726988256-Bromo-8-fluoro-1-methyl-3,4-dihydroquinolin-2(1H)-one수율 81.1%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

A solution of 6-bromo-8-fluoro-3,4-dihydro-1H-quinolin-2-one (0.21 g, 0.86 mmol) in DMF (2 mL) was treated with potassium tert-butoxide (0.19 g, 1.72 mmol) at 0° C. The resulting mixture was stirred at 0° C. for 30 min before methyl iodide (0.18 g, 1.29 mmol) was added. After stirring for 2 h, the reaction mixture was treated with water, extracted with EtOAc, washed with water and brine in sequence, and dried over anhy. Na2SO4. After removal of the solvents under reduced pressure, the crude product (0.18 g, 80% yield) was obtained as a white solid. MS: 258.0 (M+H)+.

후처리

  1. additionwas added
  2. extractionextracted with EtOAc
  3. washwashed with water and brine in sequence
  4. customdried over anhy
  5. customAfter removal of the solvents under reduced pressure

출처 및 근거

ORD 기록
ord-d2c33c5ab35f418c9e7c0d6653b828ae
출처 데이터셋
uspto-grants-2016_05
특허 번호
US09353081B2

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