Pyrrolidine → 7-Benzyloxy-6-bromo-2-methyl-4-pyrrolidin-1-yl-quinoline

HRID 1006176노트

반응식

HRID 1006176 반응식
[CH2:1]([O:8][C:9]1[CH:18]=[C:17]2[C:12]([C:13](Cl)=[CH:14][C:15]([CH3:19])=[N:16]2)=[CH:11][C:10]=1[Br:21])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[NH:22]1[CH2:26][CH2:25][CH2:24][CH2:23]1>>[CH2:1]([O:8][C:9]1[CH:18]=[C:17]2[C:12]([C:13]([N:22]3[CH2:26][CH2:25][CH2:24][CH2:23]3)=[CH:14][C:15]([CH3:19])=[N:16]2)=[CH:11][C:10]=1[Br:21])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

참가 물질

3

반응물 2

HCID 31268PyrrolidineHCID 220545547-Benzyloxy-6-bromo-4-chloro-2-methyl-quinoline

생성물 1

HCID 220545387-Benzyloxy-6-bromo-2-methyl-4-pyrrolidin-1-yl-quinoline수율 62.9%

실험 절차

A mixture of 7-benzyloxy-6-bromo-4-chloro-2-methyl-quinoline (10.0 g, 27.6 mmol) and pyrrolidine (47 mL, 0.562 mol) was refluxed during 3h. The mixture was cooled down and the pyrrolidine was evaporated under high vacuum. The residue was taken up in dichloromethane, washed with water and brine, dried over sodium sulfate, filtered and the solvents were evaporated under vacuum. 6.9 g of the title compound were obtained. Brown solid, ISP-MS: m/e=399.2 ([M+H]+).

후처리

  1. temperaturewas refluxed during 3h
  2. temperatureThe mixture was cooled down
  3. customthe pyrrolidine was evaporated under high vacuum
  4. washwashed with water and brine
  5. dry with materialdried over sodium sulfate
  6. filtrationfiltered
  7. customthe solvents were evaporated under vacuum

출처 및 근거

ORD 기록
ord-315d0ffb2e3f4137acc1237c93df57fd
출처 데이터셋
uspto-grants-2004_09
특허 번호
US06787558B2

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