Pyrazole → 1-(6-Methylergolin-8beta-ylmethyl)pyrazole

HRID 986526노트

반응식

HRID 986526 반응식
[H-].[Na+].[NH:3]1[CH:7]=[CH:6][CH:5]=[N:4]1.S(C1C=CC(C)=CC=1)(O[CH2:12][C@@H:13]1[CH2:27][C@H:26]2[C@@H:16]([CH2:17][C:18]3[C:28]4[C:21](=[CH:22][CH:23]=[CH:24][C:25]2=4)[NH:20][CH:19]=3)[N:15]([CH3:29])[CH2:14]1)(=O)=O>CN(C)C=O>[CH3:29][N:15]1[C@H:16]2[C@@H:26]([C:25]3[CH:24]=[CH:23][CH:22]=[C:21]4[C:28]=3[C:18]([CH2:17]2)=[CH:19][NH:20]4)[CH2:27][C@@H:13]([CH2:12][N:3]2[CH:7]=[CH:6][CH:5]=[N:4]2)[CH2:14]1

참가 물질

5

반응물 3

HCID 1048PyrazoleHCID 24758Sodium hydrideHCID 139330156-Methylergolin-8beta-ylmethyl tosylate

생성물 1

HCID 100637651-(6-Methylergolin-8beta-ylmethyl)pyrazole수율 91.1%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

0.7 g of 50% sodium hydride in an oil was added in small portions to a mixture of 2.5 g of pyrazole and 20 ml of dimethylformamide, and the resulting mixture was stirred for 30 minutes. 2.5 g of 6-methylergolin-8β-ylmethyl tosylate was added to the mixture which was then heated on a water bath for 1 hour. The solvent was distilled off under reduced pressure, and water was added to the residue. The precipitated crystals were separated by filtration, washed with water and recrystallized from dichloromethane-isopropyl ether to obtain 1.7 g of the titled compound as colorless flakes having a melting point of 192°-194° C.

후처리

  1. temperaturewas then heated on a water bath for 1 hour
  2. distillationThe solvent was distilled off under reduced pressure, and water
  3. additionwas added to the residue
  4. customThe precipitated crystals were separated by filtration
  5. washwashed with water
  6. customrecrystallized from dichloromethane-isopropyl ether

출처 및 근거

ORD 기록
ord-67ff8f4531cc4717ad8d4e56c8a8ed56
출처 데이터셋
uspto-grants-1987_12
특허 번호
US04713457

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