Hydrochloric Acid → Formate

Participants

Reaction Steps

1,1-Dimethylethyl 7-(5-{5-cyano-6-[(1-methylethyl)oxy]-3-pyridinyl}-1,2,4-oxadiazol-3-yl)-1,2,4,5-tetrahydro-3H-3-benzazepine-3-carboxylate (Preparation 95) (224 mg, 0.471 mmol) in dichloromethane (1 ml) was treated with 4M HCl in dioxan (5 ml, 20.0 mmol). The colourless solution was left at room temperature over the week-end to give a colourless precipitate. The reaction mixture was concentrated, triturated with ether and dried. The crude product was treated with DMSO:MeOH (1:1; 1.9 ml), the mixture filtered and the filtrate purified by MDAP. The title compound was obtained as a formate salt (55 mgs), δH (400 MHz, d6DMSO), 1.41 (6H, d), 3.07-3.20 (4H, m), 5.51 (1H, m), 7.42 (1H, d), 7.88 (1H dd), 7.91 (1H, d), 8.24 (1H, s), 8.98 (1H, d) and 9.20 (1H, d); MS (ES) C21H21N5O2 requires 375; found 376[M+H]+.

Provenance & Evidence