Dimethylformamide → HCID 88142180, compound

Participants

Reaction Conditions

Reaction Steps

The title A compound of Example 5 (1.24 g, 3 mmol) was added to a solution of the title C compound (1.27 g, 3 mmol) in dimethylformamide (15 mL) and cooled to 0° C. Hydroxybenzotriazole hydrate 459 mg, 3 mmol), triethylamine (501.9 ml, 3.6 mmol) and 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride (575.1 mg, 3 mmol) were added sequentially. After 16 hours at 25° C., pH 4.01 buffer solution was added and the reaction mixture was stirred for 10 minutes. The resulting precipitate was filtered and washed sequentially with pH 4.01 buffer (3×50 mL), water (3×50 mL), saturated aqueous sodium hydrogen carbonate (50 mL) and dried over sodium sulfate yielding 1.6 g of crude material. Purification by flash chromatography afforded 770 mg of slightly impure product and 566.1 mg of pure title D compound, which was characterized by 13MS and 13NMR.

Provenance & Evidence