Cyclopropylamine → HCID 68452319, compound

Participants

Reaction Conditions

Reaction Steps

4-Methyl-5-(1-morpholinophthalazin-6-yl)thiophene-2-carboxylic acid (140 mg, 309 μmol) was suspended in thionyl chloride (3.1 mL) and the mixture was heated to 65° C. for 1 h. The reaction mixture was concentrated in vacuo and azeotropically dried with toluene, then dissolved/suspended in THF 99.9% (3.1 mL) and DIPEA (216 μl, 1238 μmol) and cyclopropylamine (71 μl, 1238 μmol) were added. The mixture was stirred at RT for 2 h, then diluted with 50 mL ethyl acetate and partitioned with sodium bicarbonate (saturated, aqueous). The organics were washed 2×50 mL with sodium bicarbonate (saturated, aqueous), separated, dried over sodium sulfate, and concentrated in vacuo to give crude yellow product, which was purified by chromatography to afford the title compound. MS (ES+): 395(M+H)+.

Provenance & Evidence