2-(Dimethylamino)ethanol → HCID 10341736, compound

Participants

Reaction Steps

Combine of 2-dimethylaminoethanol (180 mg, 2 mmol) with of sodium hydride (48 mg, 2 mmol) in dry DMF (5 mL) at 0-5° C. Stir for 10 min, add 2-chloro-7-[2-(6-methyl-pyridin-2-yl)-5,6-dihydro-4H-pyrrolo[1,2-b]pyrazol-3-yl]-quinoxaline (Example 83; 60 mg, 0.17 mmol) in DMF (5 mL). Stir the reaction mixture for an additional 1 h. Dilute the mixture with dichloromethane. Wash the organic solution with brine, dry over sodium sulfate, filter and evaporate. Purify the crude product by column chromatography on silica gel to give target compound 35 mg (51%) as white solid. MS (electrospray, m/z) 414.2 (M+1). 1H NMR (CD2Cl2) δ 8.4 (s, 1H), 7.85 (d, 8.8 Hz, 1H), 7.81 (d, 1.6 Hz, 1H), 7.56 (t, 8.0 Hz, 1H), 7.51 (dd, 8.8 Hz, 1.6 Hz, 1H), 7.43 (d, 8.0 Hz, 1H), 7.09 (d, 8.0 Hz, 1H), 4.59 (t, 6 Hz, 2H), 4.27 (t, 7.2 Hz, 2H), 3.13 (t, 7.2 Hz, 2H), 2.80 (t, 6 Hz, 2H), 2.73 (m, 2H), 2.42 (s, 3H), 2.34 (s, 3H).

Provenance & Evidence