N,N-Dimethylglycine → HCID 67003675, compound

Participants

Reaction Steps

A solution of 4-(5-chloro-4-(2-(1-(methoxymethoxy)cyclobutyl)thiazol-5-yl)-1H-pyrrolo[2,3-b]pyridin-2-yl)aniline (Example 23B) (20 mg, 0.045 mmol) and dimethyl glycine (5.61 mg, 0.054 mmol) in N,N-dimethylformamide (0.5 mL) was treated with N-(3-dimethylaminopropyl)-N′-ethylcarbodiimide hydrochloride (10.43 mg, 0.054 mmol), and 1-hydroxybenzotriazole hydrate (8.34 mg, 0.054 mmol). The reaction was stirred for 4 hours at ambient temperature. The reaction was treated with 4-(dimethylamino)pyridine (5.50 mg, 0.045 mmol), and the reaction was stirred 4 hours at ambient temperature. The reaction was diluted with ethyl acetate and washed with water, saturated sodium bicarbonate solution, and brine. The organic layer was dried with sodium sulfate, filtered, and concentrated under reduced pressure. The residue was purified by flash chromatography on silica gel, eluting with a gradient of 2 to 10% methanol in dichloromethane, to give the title compound. MS ESI(+) m/z 526.0 [M+H]+.

Provenance & Evidence