Hydroxyamine hydrochloride → HCID 67538239, compound

Participants

Reaction Steps

To a stirred solution of 4-[6-(Benzhydrylidene-amino)-5-cyclopropyl-pyrimidin-4-yl]-piperazine-1-carboxylic acid tert-butyl ester (1.60 g, 3.31 mmol) in MeOH (70 mL) was added hydroxylamine hydrochloride (0.41 g, 6.0 mmol) and NaOAc (0.65 g, 7.9 mmol). After stirring at room temperature overnight, the reaction mixture was partitioned between 0.1N NaOH and DCM. The organic layer was dried and concentrated. The residue was purified by column (DCM:MeOH, 20:1) to give 4-(6-Amino-5-cyclopropyl-pyrimidin-4-yl)-piperazine-1-carboxylic acid tert-butyl ester (1.00 g, 95%) as a colorless syrup. 1H NMR (CDCl3, 400 MHz) δ 8.12 (s, 1H), 4.97 (s, 2H), 3.52 (m, 4H), 3.50 (m, 4H), 1.48 (s, 9H), 1.44 (m, 1H), 1.02 (m, 2H), 0.64 (m, 2H). LCMS (APCI+) m/z 320 [M+H]+; Rt=2.51 min.

Provenance & Evidence