Potassium Hydroxide → But-3-enyl-(2-phenyl-7-pyridin-4-yl-[1,2,4]triazolo[1,5-a]pyridin-5-yl)-amine

HRID 277038노트

반응식

HRID 277038 반응식
[C:1]1([C:7]2[N:22]=[C:10]3[CH:11]=[C:12]([C:16]4[CH:21]=[CH:20][N:19]=[CH:18][CH:17]=4)[CH:13]=[C:14]([NH2:15])[N:9]3[N:8]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[OH-].[K+].Br[CH2:26][CH2:27][CH:28]=[CH2:29].C(=O)(O)[O-].[Na+]>CS(C)=O>[CH2:29]([NH:15][C:14]1[N:9]2[N:8]=[C:7]([C:1]3[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=3)[N:22]=[C:10]2[CH:11]=[C:12]([C:16]2[CH:21]=[CH:20][N:19]=[CH:18][CH:17]=2)[CH:13]=1)[CH2:28][CH:27]=[CH2:26]

참가 물질

6

반응물 4

HCID 14797Potassium HydroxideHCID 21241Homoallyl bromideHCID 516892Sodium BicarbonateHCID 226297002-Phenyl-7-pyridin-4-yl-[1,2,4]triazolo[1,5-a]pyridin-5-ylamine

생성물 1

HCID 9884418But-3-enyl-(2-phenyl-7-pyridin-4-yl-[1,2,4]triazolo[1,5-a]pyridin-5-yl)-amine수율 17%

시약·촉매·용매 1

HCID 679Dimethyl Sulfoxide용매

실험 절차

A solution of 0.20 g (0.0007 mol) 2-phenyl-7-pyridin-4-yl-[1,2,4]triazolo[1,5-a]pyridin-5-ylamine in 17.5 ml dimethylsulfoxide was treated with 0.69 g (0.001 mol) potassiumhydroxide(85%) for 20 minutes at room temperature. Then 0.10 g(0.0007 mol) 4-bromo-1-butene were added and stirring was continued for 40 hours. Saturated aqueous sodiumbicarbonate was added and the mixture was extracted with ethylacetate. Evaporation of the solvent and chromatography on silicagel with dichloromethane/methanol 97/3 gave 0.04 g(17%) but-3-enyl-(2-phenyl-7-pyridin-4-yl-[1,2,4]triazolo[1,5-a]pyridin-5-yl)-amine as beige crystals. MS m/e (%): 341 (M+, 21), 300 (100), 287 (65).

후처리

  1. extractionthe mixture was extracted with ethylacetate
  2. customEvaporation of the solvent and chromatography on silicagel with dichloromethane/methanol 97/3

출처 및 근거

ORD 기록
ord-12a5289fdaa4414c987a317f989ef651
출처 데이터셋
uspto-grants-2002_03
특허 번호
US06355653B1

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