Methanesulfonyl chloride → HCID 68578674, compound

Participants

Reaction Steps

To a solution of crude (4-{3-[4-(2-amino-ethoxy)-3-ethyl-5-methyl-phenyl]-[1,2,4]oxadiazol-5-yl}-6-methyl-pyridin-2-yl)-diethyl-amine (70 mg, 0.17 mmol) and DIPEA (44 mg, 0.342 mmol) in DCM (2 mL), methane sulfonyl chloride (23 mg, 0.205 mmol) is added. The mixture is stirred at rt for 30 min before it is diluted with EA and washed with sat. aq. NaHCO3-solution. The washing is extracted back three times with EA. The combined org. extracts are dried over MgSO4, filtered and concentrated. The crude product is purified on prep. TLC plates using heptane:EA 1:1 to give the title compound (34 mg) as a pale yellow oil; LC-MS*: tR=1.12 min; [M+1]+=488.05; 1H NMR (CDCl3): δ 1.25 (t, J=6.8 Hz, 6H), 1.33 (t, J=7.5 Hz, 3H), 2.40 (s, 3H), 2.50 (s, 3H), 2.76 (q, J=7.5 Hz, 2H), 3.09 (s, 3H), 3.57-3.67 (m, 6H), 3.99 (t, J=4.8 Hz, 2H), 4.91 (t, J=5.5 Hz, 1H), 7.01 (s, 1H), 7.10 (s, 1H), 7.88 (s, 1H), 7.89 (s, 1H).

Provenance & Evidence