tert-Butyl 4-(2-oxo-2,3-dihydro-1H-indol-1-yl)piperidine-1-carboxylate → 1-Piperidin-4-yl-1,3-dihydro-2H-indol-2-one

HRID 967378

반응식

HRID 967378 반응식
C(OC([N:8]1[CH2:13][CH2:12][CH:11]([N:14]2[C:22]3[C:17](=[CH:18][CH:19]=[CH:20][CH:21]=3)[CH2:16][C:15]2=[O:23])[CH2:10][CH2:9]1)=O)(C)(C)C>C(O)(C(F)(F)F)=O.C(Cl)Cl.C(OCC)C>[NH:8]1[CH2:13][CH2:12][CH:11]([N:14]2[C:22]3[C:17](=[CH:18][CH:19]=[CH:20][CH:21]=3)[CH2:16][C:15]2=[O:23])[CH2:10][CH2:9]1

참가 물질

4

반응물 1

HCID 67472855tert-Butyl 4-(2-oxo-2,3-dihydro-1H-indol-1-yl)piperidine-1-carboxylate

생성물 1

HCID 27611521-Piperidin-4-yl-1,3-dihydro-2H-indol-2-one수율 150.4%

시약·촉매·용매 2

HCID 3283Diethyl Ether용매HCID 21863450Trifluoroacetic acid methylene chloride용매

실험 절차

4-(2-Oxo-2,3-dihydro-indol-1-yl)-piperidine-1-carboxylic acid tert-butyl ester (3.9 g, 12.3 mmol) was set stirring in 30 mL of 1:1 TFA/CH2Cl2. After 45 min the solvent was evaporated under reduced pressure to give a clear purple oil. The oil was brought up in diethyl ether and cooled on ice to give a precipitate. The solid was filtered, washed with ether and air dried to give 4.0 g (100%) of the title compound as a TFA salt. 1H NMR (400 MHz, DMSO-d6): 8.6 (br s, 1H), 7.27 (m, 3H), 7.03 (m, 1H), 4.45 (m, 1H), 3.56 (s, 2H), 3.42 (m, 2H), 3.09 (m, 2H), 2.53 (m, 2H), 1.78 (m, 2H).

후처리

  1. customAfter 45 min the solvent was evaporated under reduced pressure
  2. customto give a clear purple oil
  3. temperaturecooled on ice
  4. customto give a precipitate
  5. filtrationThe solid was filtered
  6. washwashed with ether and air
  7. customdried

출처 및 근거

ORD 기록
ord-cd46555bdbc345a792d754d91f1b4e37
출처 데이터셋
uspto-grants-2005_10
특허 번호
US06953793B2

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