4-Chloro-N,N,6-trimethylpyrimidin-2-amine → (1R,6S)-[2-(3,8-Diaza-bicyclo[4.2.0]oct-8-yl)-6-methyl-pyrimidin-4-yl]-dimethyl-amine

Participants

Reaction Steps

The title compound was prepared in a manner analogous to Intermediate 2, substituting (1R,6S)-(3,8-diaza-bicyclo[4.2.0]octane-3-carboxylic acid tert-butyl ester for 3,8-diaza-bicyclo[4.2.0]octane-3-carboxylic acid tert-butyl ester and 4-chloro-2-dimethylamino-6-methylpyrimidine for 2-chloro-quinoxaline in Step A. The residue was purified (FCC, SiO2, MeOH (2M NH3)/DCM, 0-10%). MS (ESI) mass calcd. for C13H21N5, 247.34; m/z found 248.1 [M+H]+. 1H NMR (CDCl3): 5.40 (s, 1H), 4.21-4.10 (m, 1H), 3.85 (t, J=7.4, 1H), 3.63-3.49 (m, 2H), 3.33 (s, 1H), 3.09 (d, J=9.3, 7H), 2.97 (dd, J=14.3, 3.8, 1H), 2.71-2.52 (m, 2H), 2.19 (s, 3H), 2.09-1.97 (m, 1H), 1.77-1.59 (m, 1H).

Provenance & Evidence