Isopropanol → HCID 86708935, compound

Participants

Reaction Steps

To adamantyl amine hydrochloride (16 mg, 0.07 mmol) in DMSO (500 mg), were successively added DIPEA (46 mg, 0.35 mmol), i-PrOH (5 mL), 2-(4,4-difluoro-1,1-dioxido-6-(2,4,6-trichlorophenyl)-1,2,6-thiadiazinan-2-yl)acetic acid (33 mg, 0.08 mmol), EDCI (27 mg, 0.14 mmol) and HOBt (21 mg, 0.14 mmol), and agitated for 12 hr at room temperature. After concentration at 50° C. under reduced pressure, the resultant was added with saturated NH4Cl solution (10 mL), kept to stand for 1 hr for crystallization, filtered and washed three times with water (10 mL). The filtered solid was purified by column chromatography (dichloromethane:methanol=97:3) to yield the compound of interest (18 mg, 38%, white solid). 1H NMR (300 MHz, CDCl3): δ 7.44 (s, 2H), 6.67 (d, 1H J=8.0 Hz), 5.54 (s, 1H), 5.24 (s, 1H), 4.21 (s, 2H), 4.14-4.01 (m, 5H), 2.10-1.56 (m, 13H).

Provenance & Evidence