Ethanol → HCID 178477829, compound

Temperature

90 °C

A suspension of 1.04 g of 2-chloro-5-nitropyridin-4-amine (example E6) in 100 ml ethanol was treated with 50 mg Pd/C (10% Pd) and hydrogenated for 12 h under atmospheric pressure. The reaction mixture was filtered through a plug of CELITE® (diatomaceous earth) and the filtrate was concentrated under vacuum. The resulting oil was treated with 4 ml diethoxymethyl acetate and stirred for 2 h at room temperature and for one hour at 90° C. The reaction mixture was allowed to cool down to room temperature, 20 ml di-chloromethane were added and the organic layer was extracted with water (4×20 ml). The combined aqueous layers were concentrated to a volume of 10 ml and purified by preparative HPLC to yield the title compound.

1. filtrationThe reaction mixture was filtered through a plug of CELITE® (diatomaceous earth)
2. concentrationthe filtrate was concentrated under vacuum
3. additionThe resulting oil was treated with 4 ml diethoxymethyl acetate
4. temperatureto cool down to room temperature
5. addition20 ml di-chloromethane were added
6. extractionthe organic layer was extracted with water (4×20 ml)
7. concentrationThe combined aqueous layers were concentrated to a volume of 10 ml
8. custompurified by preparative HPLC

ORD record

ord-aca6a048d83c4f4b9d00092201dcbc08

Source dataset

uspto-grants-2012_09

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08273890B2