Triacetoxyperiodinane → HCID 71714973, compound

Participants

Reaction Conditions

Reaction Steps

Dess-Martin periodinane (56.5 mg, 0.133 mmol) was added to methyl 4-((3-(piperidin-1-yl)propyl)amino)-2-(3-(2,2,2-trifluoro-1-hydroxyethyl)benzyl)-9H-pyrimido[4,5-b]indole-7-carboxylate (20 mg, 0.036 mmol) in DCM (753 μL) to give a white suspension. After stirring at 20° C. for 1 hour the mixture was purified by flash chromatography to give methyl 4-((3-(piperidin-1-yl)propyl)amino)-2-(3-(2,2,2-trifluoroacetyl)benzyl)-9H-pyrimido[4,5-b]indole-7-carboxylate as Example 33 (18.4 mg, 92% yield) as a yellow solid: 1H NMR in DMSO-d6 was consistent with the desired product but complicated because of the presence of hydrate forms; HRMS m/z 554.2384 (M+H)+; HPLC >95%, RT=1.76 and 1.87 minutes (ketone+hydrate).

Provenance & Evidence