Chlorotrimethylsilane → HCID 24853327, compound

Participants

Reaction Steps

To a stirred solution of the compound obtained in example 18 (27 mg, 0.1 mmol) in methanol (2 mL) cooled to 0° C. was added TMS-Cl (25 μL, 0.2 mmol). After 30 minutes, the volatiles were removed under reduced pressure and the residue was triturated several times with diethyl ether to obtain hydrochloride salt of (2S)-1-[(tricyclo[3.3.1.03,7]non-3-ylamino)acetyl]pyrrolidine-2-carbonitrile as an off-white solid (31 mg). m/z (M+1) 274; 1H NMR (DMSO-d6) 300 MHz δ 9.44 (s (br), 2H), 4.86 (dd, J=4.4, 7.0 Hz, 1H), 4.10-3.88 (m, 2H), 3.78-3.65 (m, 1H), 3.60-3.47 (m, 1H), 2.48-2.41 (m, 1H), 2.34-2.27 (m, 2H), 2.26-2.17 (m, 2H), 2.10-1.99 (m, 2H), 1.99-1.83 (m, 6H), 1.63-1.43 (m, 4H).

Provenance & Evidence