Ethyl orthoformate → 4-chloro-7-ethyl-7H-imidazo(4,5-c)pyridazine

반응식

[Cl:1][C:2]1[C:3]([NH2:11])=[C:4]([NH:8][CH2:9][CH3:10])[N:5]=[N:6][CH:7]=1.[CH2:12](OC(OCC)OCC)C>>[Cl:1][C:2]1[C:3]2[N:11]=[CH:12][N:8]([CH2:9][CH3:10])[C:4]=2[N:5]=[N:6][CH:7]=1

참가 물질

반응물 2

HCID 31214Ethyl orthoformate

HCID 867232305-Chloro-N3-ethyl-3,4-pyridazinediamine

생성물 1

HCID 552967654-chloro-7-ethyl-7H-imidazo(4,5-c)pyridazine수율 45%

실험 절차

A mixture of 5-chloro-N3-ethyl-pyridazine-3,4-diamine (Preparation 7, 10.0 g, 58 mmol) and triethylorthoformate (60 mL) were heated to reflux for 4 hours. The reaction mixture was concentrated in vacuo and the residue was dissolved in EtOAc (50 mL) and filtered. The filter cake was washed with EtOAc and then the organic layers were washed with saturated brine solution, dried over Na2SO4 and concentrated in vacuo to afford the title compound as a yellow solid in 45% yield, 4.8 g.

후처리

temperaturewere heated
temperatureto reflux for 4 hours
concentrationThe reaction mixture was concentrated in vacuo
dissolutionthe residue was dissolved in EtOAc (50 mL)
filtrationfiltered
washThe filter cake was washed with EtOAc
washthe organic layers were washed with saturated brine solution
dry with materialdried over Na2SO4
concentrationconcentrated in vacuo

출처 및 근거

ORD 기록: ord-9682482d34b54dac85b63bf0e39d2623
출처 데이터셋: uspto-grants-2015_02
DOI: 10.6084/m9.figshare.5104873.v1
특허 번호: US08952008B2

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