3-Methoxyphenyl isocyanate → HCID 54596906, compound

Participants

Reaction Conditions

Reaction Steps

6-((2S,3′S)-2-Methyl-[1,3′]bipyrrolidinyl-1′-yl)-1,2,3,4-tetrahydro-isoquinoline (100 mg, 0.35 mmol, 1 eq) was dissolved in 3.5 mL of toluene and NaOt-Bu (50 mg, 0.51 mmol, 1.45 eq) was added followed by 3-methoxy phenylisocyanate (50 μL, 0.39 mmol, 1.1 eq). The reaction mixture was stirred at 35° C. for 12 h, where five grams of Celite was added, the mixture was concentrated under vacuum and purified by column chromatography on silica gel (5% MeOH in CH2Cl2; 40 g column; 35 mL/min). This gave 20 mg (13%) of the title compound as an orange semi-solid.

Provenance & Evidence