Acetic Acid → 3,5-Dimethyl-3H-[1,2,3]triazolo[4,5-b]pyridine

HRID 2220072ノート

反応式

HRID 2220072 の反応式
[CH3:1][C:2]1[N:7]=[C:6]([NH:8][CH3:9])[C:5]([NH2:10])=[CH:4][CH:3]=1.CC(O[N:16]=O)(C)C.C(O)(=O)C.C(=O)([O-])O.[Na+]>ClCCl.C(O)C>[CH3:9][N:8]1[C:6]2=[N:7][C:2]([CH3:1])=[CH:3][CH:4]=[C:5]2[N:10]=[N:16]1

参加物

7

反応物 4

HCID 176Acetic AcidHCID 10906Tert-Butyl nitriteHCID 516892Sodium BicarbonateHCID 22036951N2,6-Dimethylpyridine-2,3-diamine

生成物 1

HCID 450794453,5-Dimethyl-3H-[1,2,3]triazolo[4,5-b]pyridine収率 76.2%

試薬・触媒・溶媒 2

HCID 702Ethanol溶媒HCID 6344Dichloromethane溶媒

実験手順

6,N2-dimethyl-pyridine-2,3-diamine of Step A (1.5 g, 10.9 mmol), 2-methyl-2-nitrosooxy-propane (1.6 ml, 13.1 mmol), acetic acid (2.6 ml, 43.6 mmol), and ethanol (50 ml) were stirred at 60° C. for 60 min. After cooling to ambient temperature, sodium hydrogen carbonate (3 g) was added and the resulting mixture was stirred at ambient temperature for 20 min. The mixture was diluted with dichloromethane (20 ml), solids were filtered off, and the obtained solution was concentrated in vacuum. Chromatography on silica gel, eluting with dichloromethane-acetonitrile (93:7) yielded the title compound (1.23 g, 76%).

後処理

  1. filtrationwere filtered off
  2. concentrationthe obtained solution was concentrated in vacuum
  3. washChromatography on silica gel, eluting with dichloromethane-acetonitrile (93:7)

出典と根拠

ORDレコード
ord-e3448136d0034f319c88efeaf03f69a2
出典データセット
uspto-grants-2008_08
特許番号
US07417041B2

反応ノート

読み込み中…