1-Pyrrolidineethanamine → HCID 86604203, compound

Participants

Reaction Steps

To a solution of 2-methylsulfanyl-5-oxo-5H-7-thia-1,3,11b-triaza-benzo[c]fluorene-6-carboxylic acid ethyl ester (230 mg, 0.619 mmol) and 2-(pyrrolidin-1-yl)ethanamine (0.24 mL, 1.854 mmol) in DCM (15 mL) was added solid AlCl3 (250 mg, 1.875 mmol) at rt. The reaction was stirred for 1 h at rt and diluted with DCM (100 mL), conc. sodium potassium tartrate (30 mL), and NaOH (6N, 10 mL). The mixture was stirred for 15 min and the layers were separated. The aqueous layer was extracted with DCM (50 mL) and the combined organic layer was washed with brine (50 mL). The crude reaction mixture was dried over Na2SO4, and concentrated to yield the desired product as a yellow solid (250 mg, 92%). MS (m/z): 440 (MH+). 1H NMR (CDCl3) δ: 10.26 (br, 1H), 9.61 (s, 1H), 9.55 (m, 1H), 7.77 (m, 1H), 7.57 (m, 1H), 7.50 (m, 1H), 3.67 (q, 2H), 2.81 (s, 3H), 2.77 (t, 2H), 2.63 (m, 4H), 1.82 (m, 4H).

Provenance & Evidence