Hydrochloric Acid → HCID 178478758, compound

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Reaction Steps

To a stirred solution of N-(4-(2-(pyrrolidin-1-yl)ethyl)-3,4-dihydro-2H-benzo[b][1,4]thiazin-7-yl)thiophene-2-carboximidamide (0.3524 g, 0.946 mmol) in MeOH (2 mL) was added 1M HCl in ether (4.73 mL, 4.73 mmol) at room temperature. The mixture was stirred for 5 minutes under argon atmosphere and was then concentrated to give a yellow foam (0.646 g, quantitative). 1H NMR (DMSO-d6) δ 11.51 (s, 1H), 11.23 (s, 1H), 9.68 (s, 1H), 8.69 (s, 1H), 8.15-8.11 (m, 2H), 7.37-7.34 (m, 1H), 7.08 (d, J=9.3 Hz, 1H), 7.00 (d, J=8.4 Hz, 1H), 3.81-3.76 (m. 2H), 3.66-3.64 (m, 2H), 3.56-3.46 (m, 2H), 3.33-3.30 (m, 2H), 3.13-3.10 (m, 2H), 3.06-3.00 (m, 2H), 2.00-1.86 (m, 4H); ESI-MS (m/z, %): 375, 373 (MH+, free base, 66), 278, 276 (100), 98 (21); HRMS (C19H25N4S2, MH+, Free base): calculated: 373.1515, observed: 373.1518. HPLC: 98% by area.

Provenance & Evidence