Ethyl orthoformate → 6-Chloropyrido[3,2-d]pyrimidin-4(3H)-one

Reaktionsgleichung

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

Komponenten

Edukt 2

HCID 31214Ethyl orthoformate

HCID 107497043-Amino-6-chloropyridine-2-carboxamide

Produkt 1

HCID 1354270966-Chloropyrido[3,2-d]pyrimidin-4(3H)-one

Reaktionsbedingungen

Temperatur: 145 °C

Versuchsvorschrift

3-amino-6-chloro-pyridine-2-carboxylic acid amide (7.45 g, 43.41 mmol) is taken up in triethylorthoformate (150 mL) and stirred for 3 h at 145° C. After cooling the precipitate formed is filtered off, washed with Et2O, dried and 6-chloro-3H-pyrido[3,2-d]pyrimidin-4-one (HPLC-MS: tRet=0 min; MS (M+H)+=182) is obtained.

Aufarbeitung

temperatureAfter cooling the precipitate
customformed
filtrationis filtered off
washwashed with Et2O
customdried

Quellen und Nachweise

ORD-Eintrag: ord-81a5e221ad984bde9318edb7564dd633
Quelldatensatz: uspto-grants-2013_10
DOI: 10.6084/m9.figshare.5104873.v1
Patentnummer: US08569316B2

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