Hydroxylamine → 2-(4-{[2-(Hydroxyamino)-5-pyrimidin-2-ylpentyl]sulfonyl}piperazin-1-yl)-5-(2,2,2-trifluoroethoxy)pyrimidine

Participants

Reaction Steps

To a stirred solution of 2-(4-{[(1E)-5-pyrimidin-2-ylpent-1-en-1-yl]sulfonyl}piperazin-1-yl)-5-(2,2,2-trifluoroethoxy)pyrimidine (8.79 g, 18.6 mmol) in THF (90 mL) was added 50% aqueous solution of hydroxylamine (18 mL) and the reaction stirred at room temperature for 2 hours. A saturated solution of NH4Cl (200 mL) was then added and then this was extracted twice with extracted with EtOAc (2×250 mL), combined organics washed with brine (250 mL), dried (MgSO4), filtered and concentrated in vacuo to give 2-(4-{[2-(hydroxyamino)-5-pyrimidin-2-ylpentyl]sulfonyl}piperazin-1-yl)-5-(2,2,2-trifluoroethoxy)pyrimidine as a pale yellow solid (8.96 g, 17.7 mmol, 95%).

Provenance & Evidence