Methyl iodide → HCID 11531637, compound

Participants

Reaction Conditions

Reaction Steps

n-BuLi (132 ml 2.5 M in hex., 0.33 mmol) was added to diisopropyl amine (55 ml, 0.39 mmol). After stirring for 20 minutes at 0° C. the mixture was cooled to −78° C. and N-{1-[5-(3-chlorophenyl)-1,2,4-oxadiazol-3-yl]ethyl}-N,4-dimethyl-5-pyridin-4-yl-4H-1,2,4-triazol-3-amine (110 mg, 0.28 mmol) was added. After 15 min. methyl iodide (20 μl, 0.33 mmol) was added and the temperature was raised to r.t. After stirring for 2 h five drops of water were added. After solvent removal in vacuo, the crude was taken up in DCM, washed with water and brine, dried and concentrated. The desired product was obtained by prep. HPLC in 20 mg yield. 1H NMR: 1.7 (s, 6 H) 2.8 (s, 3 H) 3.8 (s, 3 H) 7.5 (t, 1 H) 7.6 (d, 1 H) 7.7 (s, 2 H) 8.0 (d, 1 H) 8.1 (s, 1 H) 8.8 (s, 2 H)

Provenance & Evidence