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

HRID 277011ノート

反応式

HRID 277011 の反応式
[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

参加物

6

反応物 4

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒2 回

実験手順

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.

後処理

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

出典と根拠

ORDレコード
ord-c380808d2e1f4b5990ee50f4ac7eebb4
出典データセット
uspto-grants-2002_03
特許番号
US06355653B1

反応ノート

読み込み中…