Hydroxylamine → HCID 178490317, compound

Participants

Reaction Steps

Freshly prepared NH2OH solution (1 M in MeOH) (1.5 mL) was added to methyl 3-[(4-methoxyphenethyl)-(4-(tetrazol-5yl)-benzenesulfonyl)-amino]-propionate (112 mg, 0.25 mmol). After stirring at room temperature for 18 h, the reaction mixture was partitioned between 1 N HCl solution (20 mL) and ethyl acetate (30 mL). Two phases were separated and the aqueous layer was extracted with another 30 mL of ethyl acetate. Combined organic layers were washed with brine, dried over MgSO4, filtered and concentrated to give N-hydroxy-3-[(4-methoxyphenethyl)-(4-(tetrazol-5yl)benzene-sulfonyl)amino]-propionamide (52 mg, 0.12 mmol). NMR (360 MHz, DMSO-d6) δ 10.46 (s, 1H), 8.74 (br s, 1H), 8.22 (d, J=8.4 Hz, 2H), 7.99 (d, J=8.7 Hz, 2H), 7.10 (d, J=8.2 Hz, 2H), 6.81 (d, J=8.2 Hz, 2H), 3.69 (s, 3H), 3.42 (t, J=7.5 Hz, 2H), 3.31 (t, J=7.9 Hz, 2H), 2.70 (t, J=7.6 Hz, 2H), 2.25 (t, J=7.5 Hz, 2H).

Provenance & Evidence