Sodium hydride → 5-Bromo-1-(methylsulfonyl)indoline

HRID 2280618노트

반응식

HRID 2280618 반응식
[H-].[Na+].[Br:3][C:4]1[CH:5]=[C:6]2[C:10](=[CH:11][CH:12]=1)[NH:9][CH2:8][CH2:7]2.[CH3:13][S:14](Cl)(=[O:16])=[O:15]>CN(C=O)C>[Br:3][C:4]1[CH:5]=[C:6]2[C:10](=[CH:11][CH:12]=1)[N:9]([S:14]([CH3:13])(=[O:16])=[O:15])[CH2:8][CH2:7]2

참가 물질

5

반응물 3

HCID 24758Sodium hydrideHCID 31297Methanesulfonyl chlorideHCID 34115665-Bromoindoline

생성물 1

HCID 5759865-Bromo-1-(methylsulfonyl)indoline수율 61%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

To DMF (5.0 ml) was added sodium hydride (53 mg, 1.3 mmol) and the solution stirred at room temperature for 30 min. 5-Bromoindoline (240 mg, 1.2 mmol) was added and the solution was stirred at room temperature for 30 min. Methanesulfonyl chloride (94 ul, 1.2 mmol) was added and the solution stirred at room temperature overnight, then concentrated in vacuo. The crude product was purified by column chromatography on silica gel eluting with 2% CH3OH/CHCl3 to give the title compound (202 mg, 60%).

후처리

  1. stirringthe solution was stirred at room temperature for 30 min
  2. stirringthe solution stirred at room temperature overnight
  3. concentrationconcentrated in vacuo
  4. customThe crude product was purified by column chromatography on silica gel eluting with 2% CH3OH/CHCl3

출처 및 근거

ORD 기록
ord-3b045b00fe384555aa053864354c64ad
출처 데이터셋
uspto-grants-2015_09
특허 번호
US09139536B2

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