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[1,4'-Bipiperidine]-4'-carboxamide → 1,2,3,5,6,7,8,8a-Octahydro-2-oxoimidazo[1,2-a]pyridine-3-spiro-4'-piperidine

HRID 1156769
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HRID 1156769 반응식
[C:1]([C:4]1([N:10]2[CH2:15][CH2:14][CH2:13][CH2:12][CH2:11]2)[CH2:9][CH2:8][NH:7][CH2:6][CH2:5]1)(=[O:3])[NH2:2]>[Pd].O>[O:3]=[C:1]1[C:4]2([CH2:9][CH2:8][NH:7][CH2:6][CH2:5]2)[N:10]2[CH2:15][CH2:14][CH2:13][CH2:12][CH:11]2[NH:2]1
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참가 물질

4

반응물 1

HCID 96486[1,4'-Bipiperidine]-4'-carboxamide

생성물 1

HCID 130027121,2,3,5,6,7,8,8a-Octahydro-2-oxoimidazo[1,2-a]pyridine-3-spiro-4'-piperidine

시약·촉매·용매 2

HCID 23938Palladium촉매HCID 962Water용매

실험 절차

A mixture of 5 g of 4-carbamoyl-4-piperidino-piperidine, 0.5 g of 5% palladium-on-charcoal catalyst and 50 ml of water is boiled under reflux for 50 hours. The reaction mixture is then cooled, and the catalyst is removed by filtration. The filtrate is concentrated and allowed to stand. The precipitated crystals are collected by filtration, dried and recrystallized from chloroform to give 1,2,3,5,6,7,8,8a-octahydro-2-oxo-imidazo[1,2-a]pyridine-3-spiro-4'-piperidine as colorless crystals, m.p. 193° C. 2,3,5,6,7,8-Hexahydro-2-oxo-imidazo[1,2-a]pyridine-3-spiro-4'-piperidine is obtained from the mother liquor. Overall yield is 65%.

후처리

  1. temperatureunder reflux for 50 hours
  2. temperatureThe reaction mixture is then cooled
  3. customthe catalyst is removed by filtration
  4. concentrationThe filtrate is concentrated
  5. filtrationThe precipitated crystals are collected by filtration
  6. customdried
  7. customrecrystallized from chloroform

출처 및 근거

ORD 기록
ord-361e4b497a7d4aea9b424db2b96ab00b
출처 데이터셋
uspto-grants-1982_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04337260

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