Downstream synthetic route of Isothiazole-4-carboxylic acid

With the complex challenges of chemical substances, we look forward to future research findings about Isothiazole-4-carboxylic acid,belong isothiazole compound

As a common heterocyclic compound, it belongs to quinuclidine compound,Quinuclidine-4-carboxylic acid hydrochloride,40117-63-3,Molecular formula: C8H14ClNO95,mainly used in chemical industry, its synthesis route is as follows.,822-82-2

To a solution of l-[4-[propyl(tetrahydropyran-4-yl)amino]-5-oxido-6,7-dihydro- thieno[3,2-d]pyrimidin-5-ium-2-yl]azetidin-3-ol (5.0 mg, 14 muiotatauiotaomicronIota) in DCE (0.2 mL) was added solutions of 4-isothiazolecarboxylic acid (2.6 mg in 0.2 mL DCE, 20 muiotatauiotaomicronIota), DMAP (0.5 mg in 0.1 mL DCE, 4.1 muiotatauiotaomicronIota) and EDAC (3.9 mg in 0.2 mL DCE, 20 muiotatauiotaomicronIota). The mixture was shaken at room temperature overnight before it was concentrated in vacuo. Prep HPLC purification (basic) afforded the title compound as colorless oil. 1H NMR (DMSO-d6) delta: 9.81 (s, 1H), 9.00 (s, 1H), 5.49 (tt, J = 6.6, 3.9 Hz, 1H), 4.88 – 4.65 (m, 1H), 4.54 – 4.39 (m, 2H), 4.13 (dd, 2H), 3.96 (td, J = 11.3, 4.3 Hz, 2H), 3.54 – 3.35 (m, 5H), 3.25 – 3.16 (m, 1H), 3.07 – 2.97 (m, 2H), 1.95 – 1.82 (m, 2H), 1.74 (d, 1H), 1.65 – 1.54 (m, 3H), 0.90 (t, J = 7.3 Hz, 3H). HPLC-Retention time (XE Metode 7 CM) : 2.03 minutes. Detected “M + l”-mass: 478.15.

With the complex challenges of chemical substances, we look forward to future research findings about Isothiazole-4-carboxylic acid,belong isothiazole compound

Reference£º
Patent; LEO PHARMA A/S; LARSEN, Jens; (110 pag.)WO2019/57806; (2019); A1;,
Isothiazole – Wikipedia
Isothiazole – ScienceDirect.com