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 heated to 65° C. for 1 h. The reaction mixture was concentrated in vacuo and azeotropically dried with toluene, before being dissolved/suspended in tetrahydrofuran 99.9% (3.1 mL), diisopropylethylamine (216 μl, 1238 μmol) and cyclopropylamine (71 μl, 1238 μmol). The reaction was stirred at RT for 2 h, diluted with 50 mL of EtOAc, added to an addition funnel and partitioned with sodium bicarbonate (saturated, aqueous). The organic layer was washed 2 times with 50 mL of sodium bicarbonate (saturated, aqueous), dried over sodium sulfate, and concentrated via rotovap to give a crude yellow product. The crude was purified by chromatography, to obtain the title compound. Found MS (ES+): 395(M+H)+.

Provenance & Evidence