Ethanolamine → HCID 86282039, compound

Participants

Reaction Steps

110 mg (0.33 mmol) Of 3-chloro-5-(3,5-dimethylisoxazol-4-yl)-3-(thiophen-3-yl)indolin-2-one and 220 mg (1.65 mmol) of DIPEA were dissolved in 25 ml of CH2Cl2. After the addition of 55 mg (0.65 mmol) of 2-aminoethanol, the reaction solution was stirred for 16 h at room temperature. Subsequently, the solution was diluted with water. The aqueous phase was extracted with CH2Cl2 (2×20 mL). The combined organic phases were washed with aqueous NaHCO3 and with water, dried and concentrated in vacuo. The resulting residue was purified by chromatography (eluent: CH2Cl2/MeOH=20/1) to give product (85 mg, 69.8%) as a white solid. 1H NMR (400 MHz, DMSO-d6): δ H 7.48-7.50m, 1H), 7.20-731 (m, 3H), 6.97 (d, J=8.0 Hz, 1H), 4.47 (t, J=5.6 Hz, 1H), 3.20-3.38 (m, 4H), 3.17 (d, J=5.3 Hz, 2H), 2.37 (s, 3H), 2.20 (s, 3H). MS (ESI) m/e [M+1]+ 370.

Provenance & Evidence