Water → 2-(1H-Indol-5-yl)-N-methylethane-1-sulfonamide

HRID 1028418노트

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HRID 1028418 반응식
[CH3:1][NH:2][S:3]([CH2:6][CH2:7][C:8]1[CH:13]=[CH:12][C:11]([NH:14]C(=O)C)=[C:10]([C:18]#[C:19][Si](C)(C)C)[CH:9]=1)(=[O:5])=[O:4].CC(C)([O-])C.[K+].O.CCCCCCC>CN1CCCC1=O>[CH3:1][NH:2][S:3]([CH2:6][CH2:7][C:8]1[CH:9]=[C:10]2[C:11](=[CH:12][CH:13]=1)[NH:14][CH:19]=[CH:18]2)(=[O:4])=[O:5]

참가 물질

6

반응물 4

HCID 962WaterHCID 8900HeptaneHCID 23665647Potassium tert-butoxideHCID 66973773HCID 66973773, 화합물

생성물 1

HCID 134757652-(1H-Indol-5-yl)-N-methylethane-1-sulfonamide

시약·촉매·용매 1

HCID 13387N-methyl-2-pyrrolidone용매

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온도
82.5 °C

실험 절차

N-[4-(2-methylsulfamoyl-ethyl)-2-trimethylsilanylethynyl-phenyl]-acetamide (100 gm) was dissolved in N-methylpyrrolidone (900 ml) at 25° C. under inert atmosphere. Potassium tert-butoxide (49 g) was added and heated to 80-85° C. for 120-150 minutes. The reaction mass was cooled gradually to 25° C., water (3000 ml) was added and stirred for 30 minutes. The solution was extracted with ethyl acetate (2000 ml). The organic layer was dried over sodium sulfate and vacuum distilled to obtain a residue. The residue was treated with heptane (300 ml) to obtain a solid. The solid was filtered, washed with heptane and dried at 50-55° C. under vacuum to obtain title compound. (Yield: 74 g, HPLC Purity: 98%)

후처리

  1. temperatureThe reaction mass was cooled gradually to 25° C.
  2. extractionThe solution was extracted with ethyl acetate (2000 ml)
  3. dry with materialThe organic layer was dried over sodium sulfate and vacuum
  4. distillationdistilled
  5. customto obtain a residue
  6. customto obtain a solid
  7. filtrationThe solid was filtered
  8. washwashed with heptane
  9. customdried at 50-55° C. under vacuum

출처 및 근거

ORD 기록
ord-2ee46eaf334f4abbaa1324e3273770c0
출처 데이터셋
uspto-grants-2014_05
특허 번호
US08735589B2

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