Triethylamine → 1,2-Dihydro-3-methyl-1-[6-[(2,2,2-trifluoro)ethanesulfonamido]hexan-1-yl)-1,4,7b-triazacyclopent[cd]inden-2-one

HRID 619448노트

반응식

HRID 619448 반응식
[NH2:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][N:8]1[C:16]2[N:11]3[C:12](=[N:17][C:18]([CH3:19])=[C:10]3[C:9]1=[O:20])[CH:13]=[CH:14][CH:15]=2.C(N(CC)CC)C.[F:28][C:29]([F:36])([F:35])[CH2:30][S:31](Cl)(=[O:33])=[O:32]>C(Cl)Cl>[CH3:19][C:18]1[N:17]=[C:12]2[CH:13]=[CH:14][CH:15]=[C:16]3[N:11]2[C:10]=1[C:9](=[O:20])[N:8]3[CH2:7][CH2:6][CH2:5][CH2:4][CH2:3][CH2:2][NH:1][S:31]([CH2:30][C:29]([F:36])([F:35])[F:28])(=[O:33])=[O:32]

참가 물질

5

반응물 3

HCID 8471TriethylamineHCID 742422,2,2-Trifluoroethanesulfonyl chlorideHCID 211900871-[6-(Amino)hexyl]-1,2-dihydro-3-methyl-1,4,7b-triazacyclopent[cd]inden-2-one

생성물 1

HCID 702131501,2-Dihydro-3-methyl-1-[6-[(2,2,2-trifluoro)ethanesulfonamido]hexan-1-yl)-1,4,7b-triazacyclopent[cd]inden-2-one수율 77.3%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

To a solution of 676 mg (2.48 mmol) of 1-[6-(amino)hexyl]-1,2-dihydro-3-methyl-1,4,7b-triazacyclopent[cd]inden-2-one and 0.52 ml (3.73 mmol) of triethylamine in 30 ml of methylene chloride was added, while stirring under ice-cooling, 0.55 g (3.01 mmol) of 2,2,2-trifluoroethanesulfonylchloride, and the mixture was stirred for 30 minutes at the same temperature range. The reaction mixture was washed with an aqueous solution of sodium hydrogencarbonate, dried over anhydrous magnesium sulfate. The solvent was distilled off, and the residue was purified by column chromatography (eluent: ethyl acetate) to give 802 mg of the desired compound (77.2%, pale brown solid).

후처리

  1. temperaturecooling
  2. washThe reaction mixture was washed with an aqueous solution of sodium hydrogencarbonate
  3. dry with materialdried over anhydrous magnesium sulfate
  4. distillationThe solvent was distilled off
  5. customthe residue was purified by column chromatography (eluent: ethyl acetate)

출처 및 근거

ORD 기록
ord-b6642e38272d48d4822d37e5136e176e
출처 데이터셋
uspto-grants-1999_09
특허 번호
US05958942

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