2,4-Dimethylbenzoyl chloride → HCID 58896488, compound

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Reaction Steps

2-Bromo-N,N-dipropylimidazo[1,2-a]pyridin-5-amine (prepared in example 61) (0.136 g, 0.46 mmol) was dissolved in THF (1 mL). The solution was cooled to −78° C. t-BuLi (1.7M, 0.57 mL, 0.96 mmol) was added dropwise and the solution stirred for 1 hr. at −78° C. 2,4-Dimethylbenzoyl chloride (0.097 g, 0.57 mmol) diluted in 0.5 mL THF was added to the reaction mixture. After 0.5 hr, the solution was quenched with water and warmed to room temperature. Extraction occurred with EtOAc and the organic layer was dried over magnesium sulfate and concentrated. Flash chromatography (30-40% EtOAc/hexanes) gave the title compound. 0.039 g obtained (24% yield).

Provenance & Evidence