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Piperidine → 9-[2-(1-Piperidinyl)ethyl]-2,4-di-1-pyrrolidinyl-9H-pyrimido[4,5-b]indole

HRID 482320
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HRID 482320 반응식
CS(O[CH2:6][CH2:7][N:8]1[C:16]2[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=2)[C:10]2[C:17]([N:26]3[CH2:30][CH2:29][CH2:28][CH2:27]3)=[N:18][C:19]([N:21]3[CH2:25][CH2:24][CH2:23][CH2:22]3)=[N:20][C:9]1=2)(=O)=O.[NH:31]1[CH2:36][CH2:35][CH2:34][CH2:33][CH2:32]1>>[N:31]1([CH2:6][CH2:7][N:8]2[C:16]3[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=3)[C:10]3[C:17]([N:26]4[CH2:30][CH2:29][CH2:28][CH2:27]4)=[N:18][C:19]([N:21]4[CH2:25][CH2:24][CH2:23][CH2:22]4)=[N:20][C:9]2=3)[CH2:36][CH2:35][CH2:34][CH2:33][CH2:32]1
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참가 물질

3

반응물 2

HCID 8082PiperidineHCID 537324089-(2-Methanesulfonyloxyethyl)-2,4-di-1-pyrrolidinyl-9H-pyrimido[4,5-b]indole

생성물 1

HCID 190640859-[2-(1-Piperidinyl)ethyl]-2,4-di-1-pyrrolidinyl-9H-pyrimido[4,5-b]indole

실험 절차

A mixture of 9-(2-methanesulfonyloxyethyl)-2,4-di-1-pyrrolidinyl-9H-pyrimido[4,5-b]indole (IX, EXAMPLE4, 50 g) and piperidine (200 mL) is heated at reflux for 16 hr. Excess piperidine is removed under reduced pressure and the residue is partitioned between methylene chloride and aqueous sodium bicarbonate. The organic phase is washed with saline, dried over sodium sulfate and concentrated to give the title compound, NMR (CDCl3) 7.88, 7.28, 7.20, 7.10, 4.46-4.40, 3.94-3.90, 3.66-3.62, 2.74-2.68, 2.57, 1.98-1.94, 1.64-1.58 and 1.45 δ.

후처리

  1. temperatureis heated
  2. temperature
at reflux for 16 hr
  • customExcess piperidine is removed under reduced pressure
  • customthe residue is partitioned between methylene chloride and aqueous sodium bicarbonate
  • washThe organic phase is washed with saline
  • dry with materialdried over sodium sulfate
  • concentrationconcentrated
  • 출처 및 근거

    ORD 기록
    ord-7c48d4af53bd42ba93ee68291d14ed6a
    출처 데이터셋
    uspto-grants-1998_08
    DOI
    10.6084/m9.figshare.5104873.v1
    특허 번호
    US05795986

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