Bromine → HCID 9805331, compound

Participants

Reaction Conditions

Reaction Steps

Preparation of Formula 105 where R1 to R3 are H; R5 is Benzyl; R6 is i-Propyl; R6′ is H; W, X and Y are —C═; and Z is —N═: To a stirred, 40° C. mixture of 3-benzyl-2-isobutyl-3-H-pyrido[2,3-d]pyrimidin-4-one (2.82 g, 9.603 mmol), NaOAc (1.18 g, 14.41 mmol) and acetic acid (40 mL) was added bromine (2.31 g, 14.41 mmol) dropwise. The reaction mixture was stirred at 40° C. for 1 h until complete consumption of the starting material was observed by TLC. The reaction mixture was poured into ice water (500 mL) and stirred at room temperature for 2 h. The precipitated product was isolated by filtration, washed with warm water to remove traces of acetic acid, and rinsed with a small amount of isopropanol. Drying under vacuum yielded the desired product, 3-benzyl-2-(1-bromo-2-methyl-propyl)-3-H-pyrido[2,3-d]pyrimidin-4-one, as a white solid which was taken on without further purification.

Provenance & Evidence