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

HRID 1374749노트

반응식

HRID 1374749 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 4-chloro-7-iodo-2-methylquinoline (EP497371, 2.00 g, 6.59 mmol) in ethanol (20 mL) was treated sucessively with pyrrolidine (1.28 g, 18.0 mmol), pyridine (0.2 mL) and potassium iodide (50 mg, 0.30 mmol), 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 afford the title compound (1.95 g, 87%). 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

출처 및 근거

ORD 기록
ord-fd9d33f4e42347be987cf3552f55a5c0
출처 데이터셋
uspto-grants-2007_01
특허 번호
US07166589B2

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