Methanol → 2-Furan-2-yl-7-pyridin-4-yl-[1,2,4]triazolo [1,5-a]pyridin-5-ylamine

HRID 277011노트

반응식

HRID 277011 반응식
[H-].[Na+].C1(S([C:12]2[N:16]=[C:15]([C:17]3[O:18][CH:19]=[CH:20][CH:21]=3)[N:14](C)[N:13]=2)(=O)=O)C=CC=CC=1.[N:23]1[CH:28]=[CH:27][C:26]([CH:29]=[CH:30][C:31]#[N:32])=[CH:25][CH:24]=1.[CH3:33]O>O1CCCC1>[O:18]1[CH:19]=[CH:20][CH:21]=[C:17]1[C:15]1[N:16]=[C:12]2[CH:33]=[C:29]([C:26]3[CH:27]=[CH:28][N:23]=[CH:24][CH:25]=3)[CH:30]=[C:31]([NH2:32])[N:13]2[N:14]=1

참가 물질

6

반응물 4

HCID 887MethanolHCID 24758Sodium hydrideHCID 534078083-Pyridin-4-YL-acrylonitrileHCID 701702463-benzenesulfonyl-methyl-5-furan-2-yl-1H-[1,2,4]triazole

생성물 1

HCID 98820812-Furan-2-yl-7-pyridin-4-yl-[1,2,4]triazolo [1,5-a]pyridin-5-ylamine수율 13%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매2회

실험 절차

To a boiling suspension of 5.9 g(0.12 mol) sodiumhydride (55%) in 100 ml tetrahydrofuran was slowly added over a period of 6 hours a mixture of 10.1 g (0.035 mol) 3-benzenesulfonyl-methyl-5-furan-2-yl-1H-[1,2,4]triazole and 4.56 g (0.035 mol) 3-(4-pyridinyl)-2-propenenitrile in 400 ml tetrahydrofuran. Boiling was continued for 15 hours and then 50 ml methanol were added at room temperature. Evaporation of the solvent and chromatography on silicagel with dichloromethane/methanol 95/5 gave 1.3 g (13%) 2-furan-2-yl-7-pyridin-4-yl-[1,2,4]triazolo [1,5-a]pyridin-5-ylamine as yellow crystals with mp. 294-296° C.

후처리

  1. additionwas slowly added over a period of 6 hours
  2. customEvaporation of the solvent and chromatography on silicagel with dichloromethane/methanol 95/5

출처 및 근거

ORD 기록
ord-c380808d2e1f4b5990ee50f4ac7eebb4
출처 데이터셋
uspto-grants-2002_03
특허 번호
US06355653B1

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