Pyridine → 7-Iodo-2-methyl-4-pyrrolidin-1-yl-quinoline

HRID 2121635ノート

反応式

HRID 2121635 の反応式
Cl[C:2]1[C:11]2[C:6](=[CH:7][C:8]([I:12])=[CH:9][CH:10]=2)[N:5]=[C:4]([CH3:13])[CH:3]=1.[NH:14]1[CH2:18][CH2:17][CH2:16][CH2:15]1.N1C=CC=CC=1>C(O)C.[I-].[K+]>[I:12][C:8]1[CH:7]=[C:6]2[C:11]([C:2]([N:14]3[CH2:18][CH2:17][CH2:16][CH2:15]3)=[CH:3][C:4]([CH3:13])=[N:5]2)=[CH:10][CH:9]=1

参加物

6

反応物 3

HCID 1049PyridineHCID 31268PyrrolidineHCID 220545164-Chloro-7-iodo-2-methylquinoline

生成物 1

HCID 113366637-Iodo-2-methyl-4-pyrrolidin-1-yl-quinoline収率 87.5%

試薬・触媒・溶媒 2

HCID 4875Potassium Iodide触媒HCID 702Ethanol溶媒

実験手順

A suspension of 2 g (6.59 mmol) of 4-chloro-7-iodo-2-methylquinoline (EP497371) in ethanol (20 ml) was treated successively with 1.28 g (18.0 mmol) of pyrrolidine, pyridine (0.2 ml) and 50 mg (0.3 mmol) of potassium iodide and the resulting mixture was refluxed for 24 h. After concentration in vacuo, the residue was taken up in water (50 ml) and basified to pH 12 by addition of 2 M aq. sodium hydroxide solution. The precipitate was collected by filtration, washed with water (20 ml) and ether (20 ml) and dried to in a high vacuum to afford 1.95 g (87%) of 7-iodo-2-methyl-4-pyrrolidin-1-yl-quinoline as off-white solid, m.p. 99-102° C.

後処理

  1. temperaturethe resulting mixture was refluxed for 24 h
  2. concentrationAfter concentration in vacuo
  3. additionbasified to pH 12 by addition of 2 M aq. sodium hydroxide solution
  4. filtrationThe precipitate was collected by filtration
  5. washwashed with water (20 ml) and ether (20 ml)
  6. customdried to in a high vacuum

出典と根拠

ORDレコード
ord-6a45fa97e63a4f079b87e89a9e8feb5b
出典データセット
uspto-grants-2004_02
特許番号
US06696467B2

反応ノート

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