As a common heterocyclic compound, it belongs to Thiomorpholine compound, name is Thiomorpholine-1-oxide hydrochloride, and cas is 76176-87-9, its synthesis route is as follows.
To a solution of acid 1 (50 mg, 0.1 1 mmol) in DMF (1 mL) was added N- methylmorpholine (49 pL, 0.45 mmol) followed by PyBOP (87 mg, 0.17 mmol). The reaction mixture was stirred for 30 min at rt before addition of thiomorpholine-1 -oxide hydrochloride (35 mg, 0.22 mmol). After 3 h 30 min the reaction mixture was diluted with EtOAc (30 mL), washed with HCI solution (5%, 3 x 10 mL) and brine (10 mL), before being dried over MgS04, filtered and concentrated in vacuo. Purification by flash column chromatography with EtOAc/MeOH (1 :0 to 4:1 ) and subsequent trituration with Et20 afforded FU as pale beige solids (16 mg, 27%). (1390) LCMS (ES): Found 550.9 [M+Hf. (1391) 1H NMR (300 MHz, DMSO-cf6) d: 8.97 (d, J=1.5 Hz, 1 H), 8.86 (d, J=1.3 Hz, 1 H), (1392) 8.42 (dd, J=2.5, 1.4 Hz, 1 H), 8.33 (d, J=2.4 Hz, 1 H), 7.84 (d, J=1.5 Hz, 1 H), 7.75 (d, J=3.6 Hz, 1 H), 7.31 (d, J=3.8 Hz, 1 H), 5.76 (br s, 2H), 4.26-4.38 (m, 1 H), 3.79-3.93 (m, 1 H), 3.61 -3.76 (m, 1 H), 3.47-3.60 (m, 1 H), 2.82-3.05 (m, 3H), 2.71 -2.82 (m, 1 H). 19F NMR (282 MHz, DMSO-cf6) d: -64.80 (s, 3F).
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Reference£º
Patent; KARUS THERAPEUTICS LIMITED; SHUTTLEWORTH, Stephen Joseph; GATLAND, Alice Elizabeth; FINNEMORE, Daniel John; ALEXANDER, Rikki Peter; SILVA, Franck; CECIL, Alexander; (233 pag.)WO2019/166824; (2019); A1;,
Thiomorpholine – Wikipedia
Thiomorpholine | C4H9NS – PubChem