Triethylamine → 5-hydroxy-2-[(phenylmethyl)oxy]-N-3-pyridinylbenzamide

Oxalyl chloride (1.08 ml, 12.28 mmol) was added to a mixture of 5-hydroxy-2-[(phenylmethyl)oxy]benzoic acid (1 g, 4.09 mmol) dissolved in dichloromethane. The mixture was stirred for 2 h, and then concentrated. The residue was dissolved in dichloromethane, and then added to a mixture of pyridin-3-amine (0.39 g, 4.09 mmol) and triethylamine (1.14 ml, 8.19 mmol) in dichloromethane. The mixture was stirred at 40° C. for 3 h. The mixture was filtered, and the filtrate was added to water (10 ml) and extracted with ethyl acetate (30 ml). The organic phase was concentrated to yield the title compound as a crude solid product. 0.72 g.

1. concentrationconcentrated
2. dissolutionThe residue was dissolved in dichloromethane
3. stirringThe mixture was stirred at 40° C. for 3 h
4. filtrationThe mixture was filtered
5. additionthe filtrate was added to water (10 ml)
6. extractionextracted with ethyl acetate (30 ml)
7. concentrationThe organic phase was concentrated

ORD-Eintrag

ord-a8fc597cb15046aeb2447e30592cd120

Quelldatensatz

uspto-grants-2014_07

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US08778939B2