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

HRID 358566ノート

反応式

HRID 358566 の反応式
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

参加物

4

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

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°.

後処理

  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

出典と根拠

ORDレコード
ord-2940da54f1474d00b50aaa2687c119c8
出典データセット
uspto-grants-1991_03
特許番号
US04997831

反応ノート

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