Diethylamine → 1H-Indolamine

HRID 966482

반응식

HRID 966482 반응식
C([NH:3]CC)C.C(OC([C:16]1[C:24]2[C:19](=[CH:20][CH:21]=[C:22](CCOS(C)(=O)=O)[CH:23]=2)[NH:18][C:17]=1C(F)(F)F)=O)C1C=CC=CC=1>>[NH:18]1[C:19]2[C:24](=[CH:23][CH:22]=[CH:21][CH:20]=2)[CH:16]=[C:17]1[NH2:3]

참가 물질

3

반응물 2

HCID 8021DiethylamineHCID 233938765-(2-Methanesulfonyloxy-ethyl)-2-trifluoromethyl-1H-indole-3-carboxylic Acid Benzyl Ester

생성물 1

HCID 1220741H-Indolamine수율 20%

실험 절차

Diethylamine (0.48 mL, 4.63 mmol, 3 eq) was added into the crude 5-(2-Methanesulfonyloxy-ethyl)-2-trifluoromethyl-1H-indole-3-carboxylic acid benzyl ester in dioxanes (20 mL) solution. The reaction mixture was heated to reflux overnight. After the solvent was removed, the residue was purified by gravity chromatography (SiO2, ethyl acetate-methanol-NH4OH) to yield the desire indole amine as pale yellow gel (20.0% yield). Elemental Analysis: C23H25F3N2O2.HCl: Calcd: C: 60.73; H: 5.76; N: 6.16. Found: C: 60.40; H: 5.83; N: 6.06. ESI-MS: m/z 419.73 (M+H)+.

후처리

  1. temperatureThe reaction mixture was heated
  2. temperatureto reflux overnight
  3. customAfter the solvent was removed
  4. customthe residue was purified by gravity chromatography (SiO2, ethyl acetate-methanol-NH4OH)

출처 및 근거

ORD 기록
ord-43c09ca90268469c99bbc5b4ea19033f
출처 데이터셋
uspto-grants-2005_10
특허 번호
US06951848B2

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