Ethyl orthoformate → 4-Chloro-7-cyclopropyl-7H-imidazo[4,5-c]pyridazine

Reaktionsgleichung

[Cl:1][C:2]1[C:3]([NH2:12])=[C:4]([NH:8][CH:9]2[CH2:11][CH2:10]2)[N:5]=[N:6][CH:7]=1.[CH2:13](OC(OCC)OCC)C>>[Cl:1][C:2]1[C:3]2[N:12]=[CH:13][N:8]([CH:9]3[CH2:10][CH2:11]3)[C:4]=2[N:5]=[N:6][CH:7]=1

Komponenten

Edukt 2

HCID 31214Ethyl orthoformate

HCID 867232775-Chloro-N3-cyclopropylpyridazine-3,4-diamine

Produkt 1

HCID 867232784-Chloro-7-cyclopropyl-7H-imidazo[4,5-c]pyridazineAusbeute 48 %

Versuchsvorschrift

A mixture of 5-chloro-N-3-cyclopropylpyridazine-3,4-diamine (Preparation 90, 10.0 g, 54 mmol) and triethylorthoformate (120 mL) were heated to reflux for 3 hours. The reaction mixture was concentrated in vacuo and the residue was purified by silica gel column chromatography eluting with CH2Cl2:MeOH 98:2 to afford the title compound as a brown solid in 48% yield, 5 g.

Aufarbeitung

temperaturewere heated
temperatureto reflux for 3 hours
concentrationThe reaction mixture was concentrated in vacuo
customthe residue was purified by silica gel column chromatography
washeluting with CH2Cl2:MeOH 98:2

Quellen und Nachweise

ORD-Eintrag: ord-0a0fbb9b55924b23a84bb909be399f6b
Quelldatensatz: uspto-grants-2015_02
DOI: 10.6084/m9.figshare.5104873.v1
Patentnummer: US08952008B2

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