Ammonia → HCID 178519929, compound

Temperature

150 °C

6.60 g of glycolic acid were added to 5.00 g of 6-chloro-2,3-diaminopyridine (prepared as described in Preparation 42), and the resulting mixture was stirred at 150° C. for 4 hours. At the end of this time, the reaction mixture was treated with 3 N aqueous hydrochloric acid and subsequently made alkaline by the addition of aqueous ammonia. The aqueous mixture was evaporated to dryness, and the resulting residue was purified by column chromatography through silica gel, using a gradient elution method, with mixtures of ethyl acetate and methanol in ratios ranging from 1:0 to 10:1 by volume as the eluent. The product was then crystallized by trituration with ethyl acetate, to give 5.33 g of the title compound, melting at 224-226° C.

1. customThe aqueous mixture was evaporated to dryness
2. customthe resulting residue was purified by column chromatography through silica gel
3. washa gradient elution method
4. customThe product was then crystallized by trituration with ethyl acetate

ORD record

ord-0eb0fd6f83374ec5bf0901a19ddb471e

Source dataset

uspto-grants-1999_10

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US05962470