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

HRID 2121635노트

반응식

HRID 2121635 반응식
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

참가 물질

6

반응물 3

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

생성물 1

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

시약·촉매·용매 2

HCID 4875Potassium Iodide촉매HCID 702Ethanol용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-6a45fa97e63a4f079b87e89a9e8feb5b
출처 데이터셋
uspto-grants-2004_02
특허 번호
US06696467B2

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