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

HRID 2220072

반응식

HRID 2220072 반응식
[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

참가 물질

7

반응물 4

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

생성물 1

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

시약·촉매·용매 2

HCID 702Ethanol용매HCID 6344Dichloromethane용매

실험 절차

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%).

후처리

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

출처 및 근거

ORD 기록
ord-e3448136d0034f319c88efeaf03f69a2
출처 데이터셋
uspto-grants-2008_08
특허 번호
US07417041B2

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