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

HRID 2788ノート

反応式

HRID 2788 の反応式
[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

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒3 回

反応条件

温度
100 °C

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-3a1aef668cbd4a6686d1e5acf17de1e2
出典データセット
uspto-grants-1998_03
特許番号
US05731331

反応ノート

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