Triethylamine → N-(4-Bromo-5,6,7,8-tetrahydro-8-isoquinolinyl)ethanesulfonamide

HRID 530343

반응식

HRID 530343 반응식
[Br:1][C:2]1[C:11]2[CH2:10][CH2:9][CH2:8][CH:7]([NH2:12])[C:6]=2[CH:5]=[N:4][CH:3]=1.CCN(CC)CC.[CH2:20]([S:22](Cl)(=[O:24])=[O:23])[CH3:21]>C(Cl)Cl>[Br:1][C:2]1[C:11]2[CH2:10][CH2:9][CH2:8][CH:7]([NH:12][S:22]([CH2:20][CH3:21])(=[O:24])=[O:23])[C:6]=2[CH:5]=[N:4][CH:3]=1

참가 물질

5

반응물 3

HCID 8471TriethylamineHCID 11667Ethanesulfonyl chlorideHCID 717433794-Bromo-5,6,7,8-tetrahydroisoquinolin-8-amine

생성물 1

HCID 89458481N-(4-Bromo-5,6,7,8-tetrahydro-8-isoquinolinyl)ethanesulfonamide수율 95%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

To a solution of (rac)-4-bromo-5,6,7,8-tetrahydro-isoquinolin-8-ylamine (intermediate A-2 [D]) (227 mg, 1 mmol) and Et3N (152 mg, 1.5 mmol) in DCM (5 mL) was added ethanesulfonyl chloride (193 mg, 1.5 mmol) at 0° C. The reaction mixture was stirred at room temperature for 1 hr before it was concentrated in vacuo. The residue was dissolved in ethyl acetate and washed with water and the organic layer was dried over anhy. Na2SO4, filtered, and concentrated in vacuo to give a crude product (302 mg, 95% yield). MS: 319.0 (M+H)+.

후처리

  1. concentrationwas concentrated in vacuo
  2. dissolutionThe residue was dissolved in ethyl acetate
  3. washwashed with water
  4. customthe organic layer was dried over anhy
  5. filtrationNa2SO4, filtered
  6. concentrationconcentrated in vacuo

출처 및 근거

ORD 기록
ord-3934dcafef544f35a44199158b8028b7
출처 데이터셋
uspto-grants-2016_05
특허 번호
US09353081B2

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