Indolin-1-amine hydrochloride → 4,5,7,8-Tetrahydropyrido[4,3-b]pyrrolo[3,2,1-hi]indol-10(9H)-one

HRID 358566노트

반응식

HRID 358566 반응식
Cl.N[N:3]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[CH2:5][CH2:4]1.[O:12]=[C:13]1[CH2:18][C:17](=O)[CH2:16][CH2:15][NH:14]1>C(O)C>[CH:9]1[CH:8]=[CH:7][C:6]2[CH2:5][CH2:4][N:3]3[C:11]=2[C:10]=1[C:18]1[C:13](=[O:12])[NH:14][CH2:15][CH2:16][C:17]=13

참가 물질

4

반응물 2

HCID 2760931Indolin-1-amine hydrochlorideHCID 108878632,4-Piperidinedione

생성물 1

HCID 200665384,5,7,8-Tetrahydropyrido[4,3-b]pyrrolo[3,2,1-hi]indol-10(9H)-one수율 201%

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

A solution of 1-amino-indoline hydrochloride (1.0 g) and 2,4-dioxopiperidine (663 mg) in absolute ethanol (40 ml) was stirred under nitrogen for 48 h. The solvent was removed in vacuo and the residue was dissolved in diethylene glycol (30 ml) and heated at 200° for 2 h. The solution was allowed to cool, poured into water (200 ml) and extracted with dichloromethane (3×100 ml). The combined, dried organic extracts were evaporated to give an oil (ca. 2.5 g) which was purified by short path column chromatography on silica gel (Merck 7729) eluting with System A (400:10:1) to give the title compound (330 mg) as a solid, m.p. 265°-267°.

후처리

  1. customThe solvent was removed in vacuo
  2. dissolutionthe residue was dissolved in diethylene glycol (30 ml)
  3. temperatureheated at 200° for 2 h
  4. temperatureto cool
  5. additionpoured into water (200 ml)
  6. extractionextracted with dichloromethane (3×100 ml)
  7. customdried organic extracts were evaporated

출처 및 근거

ORD 기록
ord-2940da54f1474d00b50aaa2687c119c8
출처 데이터셋
uspto-grants-1991_03
특허 번호
US04997831

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