Synthetic Route of 137049-00-4, A common heterocyclic compound, 137049-00-4, name is 1-Methyl-1H-imidazole-4-sulfonyl chloride, molecular formula is C4H5ClN2O2S, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.
To a precooled (0 C) solution of intermediate 2.55 (20. mg, 0.078 mmol) in dichloromethane (0.5 mL) was added triethylamine (30 muL, 0.2 mmol) and 1-methyl-1H- imidazole-4-sulfonyl chloride (21 mg, 0.12 mmol). The resulting mixture was allowed to warm to room temperature and stirred for 15 h, then diluted with wet DMSO (0.5 mL), filtered through Celite and purified via mass-directed isolation using ultra-performance liquid chromatography (14 mg, 45% yield).1H NMR (500 MHz, Acetonitrile-d3) d 7.63 (d, J = 1.4 Hz, 1H), 7.56 (d, J = 1.4 Hz, 1H), 7.51 (t, J = 8.6 Hz, 1H), 7.11 (dd, J = 9.9, 2.6 Hz, 1H), 7.01- 6.95 (m, 1H), 3.75- 3.72 (m, 1H), 3.71 (s, 3H), 3.40 (dd, J = 12.3, 5.1 Hz, 1H), 3.10 (dd, J = 12.1, 9.1 Hz, 1H), 2.92 (tt, J = 9.0, 4.0 Hz, 1H), 2.81 (ddd, J = 12.9, 9.6, 3.4 Hz, 1H), 2.05- 1.97 (m, 1H), 1.87- 1.78 (m, 1H), 1.70- 1.56 (m, 2H); AMM 402.0697 (ESI) m/z [calc for C16H18ClFN3O4S (M+H)+ 402.0691].
The synthetic route of 137049-00-4 has been constantly updated, and we look forward to future research findings.
Reference:
Patent; THE TRUSTEES OF THE UNIVERSITY OF PENNSYLVANIA; VAL-CHUM, LIMITED PARTNERSHIP; GRENIER, Melissa Carey; SMITH, Amos B., III; FINZI, Andres; DING, Shilei; CHAPLEAU, Jean-Philippe; (240 pag.)WO2020/28482; (2020); A1;,
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