Name is Isothiazole-4-carboxylic acid, as a common heterocyclic compound, it belongs to isothiazole compound, and cas is 822-82-2, its synthesis route is as follows.,822-82-2
A solution of Example 9b (0.19 M in N,N-dimethylacetamide, 237 muL, 0.045 mmol), N,N-diisopropylethylamine (0.21 M in N,N-dimethylacetamide, 262 muL, 0.055 mmol), HATU (0.21 M in N,N-dimethylacetamide, 238 muL, 0.05 mmol), and isothiazole-4-carboxylic acid (0.4M in N,N-dimethylacetamide, 125 muL, 0.05 mmol) were aspirated from their respective source vials, mixed through a perfluoroalkoxy alkanes mixing tube (0.2 mm inner diameter), and loaded into an injection loop. The reaction segment was injected into the flow reactor (Hastelloy coil, 0.75 mm inner diameter, 1.8 mL internal volume) set at 100 C., and passed through the reactor at 180 muL min-1 (10 minute residence time). Upon exiting the reactor, the reaction was loaded directly into an injection loop and purified using preparative HPLC to yield the title compound (9.95 mg, 49.50% yield). Samples were purified by preparative HPLC on a Phenomenex Luna C8 (2) 5 mum 100 AXIA column (50 mm¡Á21.2 mm). A gradient of acetonitrile (A) and 0.1% trifluoroacetic acid in water (B) was used, at a flow rate of 30 mL/min (0-0.5 minutes 5% A, 0.5-6.5 minutes linear gradient 5-60% A, 6.5-7.0 minutes linear gradient 60-100% A, 7.0-8.9 minutes 100% A, 8.9-9.0 minutes linear gradient 100-5% A, 9.0-10 minutes 5% A). A sample volume of 1.0 mL was injected directly from the flow reactor stream to the HPLC system. A custom purification system was used, consisting of the following modules: Gilson 305 and 306 pumps; Gilson 806 Manometric module; Gilson UV/Vis 155 detector; Gilson 506C interface box; Gilson FC204 fraction collector; Agilent G1968D Active Splitter; Thermo MSQ Plus mass spectrometer. The system was controlled through a combination of Thermo Xcalibur 2.0.7 software and a custom application written in-house using Microsoft Visual Basic 6.0. 1H NMR (400 MHz, DMSO-d6) delta 4.69 (d, J=3.9 Hz, 2H), 5.62 (s, 2H), 6.43 (s, 1H), 6.84 (d, J=2.0 Hz, 1H), 7.51 (d, J=2.0 Hz, 1H), 8.18 (s, 1H), 8.32 (s, 1H), 8.96 (s, 1H), 9.59 (s, 1H). MS (APCI) m/z 439.1 [M+H]+.
With the complex challenges of chemical substances, we look forward to future research findings about Isothiazole-4-carboxylic acid
Reference£º
Patent; AbbVie Inc.; Dai, Yujia; McClellan, William; Michaelides, Mike; Sweis, Ramzi; Wilson, Noel; Dietrich, Justin; (90 pag.)US2017/174688; (2017); A1;,
Isothiazole – Wikipedia
Isothiazole – ScienceDirect.com