Phosphorus oxychloride → 2-Chloro-5-[3-(1-imidazolyl)propyl]pyridine

HRID 322318노트

반응식

HRID 322318 반응식
[N:1]1([CH2:6][CH2:7][CH2:8][C:9]2[CH:10]=[CH:11][C:12](OC)=[N:13][CH:14]=2)[CH:5]=[CH:4][N:3]=[CH:2]1.P(Cl)(Cl)([Cl:19])=O.C([O-])(=O)C.[Na+].C(=O)(O)[O-].[Na+]>CN(C)C=O>[Cl:19][C:12]1[CH:11]=[CH:10][C:9]([CH2:8][CH2:7][CH2:6][N:1]2[CH:5]=[CH:4][N:3]=[CH:2]2)=[CH:14][N:13]=1

참가 물질

6

반응물 4

HCID 24813Phosphorus oxychlorideHCID 516892Sodium BicarbonateHCID 517045Sodium AcetateHCID 220098285-[3-(1-Imidazolyl)propyl]-2-methoxypyridine

생성물 1

HCID 220095902-Chloro-5-[3-(1-imidazolyl)propyl]pyridine수율 60%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

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온도
100 °C

실험 절차

A mixture of 5-[3-(1-imidazolyl)propyl]-2-methoxypyridine(2.10 g), phosphorus oxychloride (7.44 g) and N,N-dimethylformamide (14.6 g) was stirred at 100° C. for 10 hours. To the reaction mixture was added saturated aqueous sodium acetate and saturated aqueous sodium bicarbonate, and extracted with ethyl acetate. The ethyl acetate layer was washed with water, dried (MgSO4), and concentrated under reduced pressure. The residue was subjected to a silica gel chloromatography. From the fraction eluted with ethyl acetate-methanol (20:1, v/v), 2-chloro-5-[3-(1-imidazolyl)propyl]pyridine (1.28 g, 60%) was obtained. Oily substance.

후처리

  1. extractionextracted with ethyl acetate
  2. washThe ethyl acetate layer was washed with water
  3. dry with materialdried (MgSO4)
  4. concentrationconcentrated under reduced pressure
  5. washFrom the fraction eluted with ethyl acetate-methanol (20:1

출처 및 근거

ORD 기록
ord-6a2b6e329e314a9c91887818ff7f1c55
출처 데이터셋
uspto-grants-2001_04
특허 번호
US06211215B1

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