Glycine → HCID 9797241, compound

Participants

Reaction Steps

2.5 g (13 mmol) of 3-methoxypyridine-2-carboxylic acid hydrochloride (m.p. 170° C. with decomp. (from ethyl acetate)), 5.5 ml (45 mmol) N-ethylmorpholine, 2 g (15 mmol) of 1-hydroxy-(1H)-benzotriazole, 4.7 g (13 mmol) of glycine octyl ester tosylate (prepared from glycine, octanol and p-Tos OH on a water separator using toluene) and 6.3 g (15 mmol) of CMC (cf. Example 146) were stirred for 48 h in 350 ml of anhydrous dichloromethane. Following a working up which was analogous to that in Example 146, the crude product was chromatographed on silica gel using dichloromethane (with the addition of up to 2.5% methanol during the course of this). 3.6 g were obtained of the colorless, oily title compound, 1H NMR (CDCl3): δ=4.26 (d, CH2 -glycine).

Provenance & Evidence