N-BOC-ethylenediamine → HCID 67270305, compound

Participants

Reaction Steps

A mixture of Example 153 (63 mg, 0.15 mmol), N-BOC-ethylenediamine (0.24 gm, 1.5 mmol), and ethanol (1 mL) were heated in a microwave at 130° C. for 10 minutes. The reaction was cooled to room temperature and a precipitate formed. The solid was filtered, washed with ethanol and ethyl ether to give 56 mg (68%) of the intermediate. Next, the material was stirred in 4N HCl in 1,4-dioxane (2 mL). After 1 hour the reaction was concentrated. The solid was treated with ether and filtered to give 35 mg (70%) of Example 252. Example 252: 1HNMR (400 MHz, DMSO-d6) δ 12.0 (s, 1H), 10.3 (s, 1H), 9.5 (s, 1H), 8.6 (s, 1H), 8.0 (m, 2H), 7.4 (m, 2H), 6.9 (m, 1H), 4.8 (m, 1H), 3.7 (m, 2H), 3.2 (m, 2H), 1.6-2.2 (m, 8H); MS (m/e) 446 (M+1); HPLC (99%) purity, retention time 3.917 minutes—Method C; mp 290-293° C.

Provenance & Evidence