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2-Bromopropane → HCID 23541247, 화합물

HRID 1867689
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HRID 1867689 반응식
[CH3:1][NH:2][C:3]1([C:9]([NH2:11])=[O:10])[CH2:8][CH2:7][NH:6][CH2:5][CH2:4]1.C(=O)([O-])[O-].[K+].[K+].Br[CH:19]([CH3:21])[CH3:20]>C(#N)C>[CH:19]([N:6]1[CH2:7][CH2:8][C:3]([NH:2][CH3:1])([C:9]([NH2:11])=[O:10])[CH2:4][CH2:5]1)([CH3:21])[CH3:20]
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참가 물질

5

반응물 3

HCID 63582-BromopropaneHCID 11430Potassium CarbonateHCID 964744-(Methylamino)piperidine-4-carboxamide

생성물 1

HCID 23541247HCID 23541247, 화합물수율 48.3%

시약·촉매·용매 1

HCID 6342Acetonitrile용매

실험 절차

4-(methylamino)piperidine-4-carboxamide (250 mg, 1.59 mmol), potassium carbonate (264 mg, 1.91 mmol) and 2-bromopropane (0.179 ml, 1.91 mmol) in acetonitrile (10 ml) were heated at reflux for 1.5 hours. The mixture was cooled, filtered and concentrated under reduced pressure. The residues were purified by column chromatography on silica eluting with ammonia in methanol/dichloromethane (90/10) to give 1-isopropyl-4-(methylamino)piperidine-4-carboxamide (153 mg, 48%) as a white solid. 1H NMR Spectrum: (DMSO-d6) 0.92 (d, 6H); 1.45 (m, 2H); 1.77 (m, 2H); 1.86 (s, 1H); 2.06 (s, 3H); 2.38 (m, 4H); 2.59 (m, 1H); 6.82 (s, 1H); 7.15 (s, 1H).

후처리

  1. temperatureat reflux for 1.5 hours
  2. temperatureThe mixture was cooled
  3. filtrationfiltered
  4. concentrationconcentrated under reduced pressure
  5. customThe residues were purified by column chromatography on silica eluting with ammonia in methanol/dichloromethane (90/10)

출처 및 근거

ORD 기록
ord-c6cfeaa335ab4f7ca3e4186938244ed8
출처 데이터셋
uspto-grants-2009_12
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07632840B2

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