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

HRID 1006176ノート

反応式

HRID 1006176 の反応式
[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

参加物

3

反応物 2

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

生成物 1

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

実験手順

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]+).

後処理

  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

出典と根拠

ORDレコード
ord-315d0ffb2e3f4137acc1237c93df57fd
出典データセット
uspto-grants-2004_09
特許番号
US06787558B2

反応ノート

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