Trifluoroacetic acid → (S)-6-{[(4-Methoxybenzyl)(tetrahydropyran-4-ylmethyl)amino]methyl}-1,2,3,4-tetrahydronaphthalen-2-ylamine

Participants

Reaction Steps

A mixture of {(S)-6-[(4-methoxybenzyl)(tetrahydropyran-4-ylmethyl)carbamoyl]-1,2,3,4-tetrahydronaphthalen-2-yl}carbamic acid tert-butyl ester (9.90 g) and dichloromethane (30 ml) was admixed cautiously with trifluoroacetic acid (2.2 g). After one hour, the reaction mixture was basified with saturated potassium carbonate solution. The organic phase was removed, dried over sodium sulfate and concentrated. The crude product was taken up in THF (300 ml) and treated according to method H with lithium aluminum hydride (reaction time 4 hours). The product was thus obtained with the molecular weight of 394.56 (C25H34N2O2); MS

Provenance & Evidence