Bromide ion → HCID 86667379, compound

Participants

Reaction Steps

To a solution of 1-[2-chloro-6-morpholin-4-yl-9-(tetrahydro-pyran-2-yl)-9H-purin-8-yl]-ethylamine (0.25 g, 0.68 mmol) in anhydrous DCM were added romoacetyl bromide (62 μL, 0.74 mmol) and triethylamine (0.13 mL, 0.93 mmol). The mixture was stirred at RT. After 2 h, another portion of romoacetyl bromide (12 μL) was added and stirring continued for 1.5 h. Water was added, the phases were separated and the aqueous phase was extracted twice with DCM. The combined organic fractions were dried (Na2SO4), filtered and concentrated in vacuo to give 2-Bromo-N-{1-[2-chloro-6-morpholin-4-yl-9-(tetrahydro-pyran-2-yl)-9H-purin-8-yl]-ethyl}-acetamide (385 mg, mixture of two pairs of diastereomers), which was used in the next step without purification. LCMS RT=3.45 min and 3.52 min, [M+H]+=487/489/491

Provenance & Evidence