Sodium hydride → 4-chloro-1-[3-(4-phenyl-1,2,3,6-tetrahydro-1-pyridyl)propyl]-1H-pyrazole

HRID 1977253노트

반응식

HRID 1977253 반응식
[Cl:1][C:2]1[CH:3]=[N:4][NH:5][CH:6]=1.[H-].[Na+].Cl[CH2:10][CH2:11][CH2:12][N:13]1[CH2:18][CH:17]=[C:16]([C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=2)[CH2:15][CH2:14]1>CN(C)C=O>[Cl:1][C:2]1[CH:3]=[N:4][N:5]([CH2:10][CH2:11][CH2:12][N:13]2[CH2:14][CH:15]=[C:16]([C:19]3[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=3)[CH2:17][CH2:18]2)[CH:6]=1

참가 물질

5

반응물 3

HCID 24758Sodium hydrideHCID 275241H-Pyrazole, 4-chloro-HCID 98375831-(3-Chloropropyl)-4-phenyl-1,2,3,6-tetrahydropyridine

생성물 1

HCID 219978824-chloro-1-[3-(4-phenyl-1,2,3,6-tetrahydro-1-pyridyl)propyl]-1H-pyrazole수율 86%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매3회

반응 조건

온도
100 °C

실험 절차

A solution of 2.05 g (20 mmol of 4-chloropyrazole in dimethylformamide is added dropwise to a suspension of 1.0 g of NaH in dimethylformamide. The white suspension is heated for 30 minutes at 100° C. Cooling is carried out and 4.7 g (20 mmol) of 1-(3-chloropropyl)-4-phenyl-1,2,3,6-tetrahydropyridine, dissolved in dimethylformamide, are added. Heating is carried out at reflux for 2 hours. Evaporation to dryness is then carried out and the residue is extracted with chloroform, washed with water and dried with sodium sulfate. The resulting crude product is purified by chromatography on silica gel. 5.2 g (17.2 mmol) of 4-chloro-1-[3-(4-phenyl-1,2,3,6-tetrahydro-1-pyridyl)propyl]-1H-pyrazole are obtained.

후처리

  1. temperatureCooling
  2. additionare added
  3. temperatureHeating
  4. temperatureat reflux for 2 hours
  5. customEvaporation to dryness
  6. extractionthe residue is extracted with chloroform
  7. washwashed with water
  8. dry with materialdried with sodium sulfate
  9. customThe resulting crude product is purified by chromatography on silica gel

출처 및 근거

ORD 기록
ord-3f2a71e7ad65413d8d2f641c454e417c
출처 데이터셋
uspto-grants-2001_05
특허 번호
US06232329B1

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