Extracurricular laboratory: Synthetic route of trans-3-Aminocyclobutanol hydrochloride

According to the analysis of related databases, 1205037-95-1, the application of this compound in the production field has become more and more popular.

Application of 1205037-95-1, The major producers of chemicals have been the Europe, Japan and China. Due to the growing call for a cleaner, greener environment, people will have to find innovative ways to maintain their relevance. Here is a compound 1205037-95-1, name is trans-3-Aminocyclobutanol hydrochloride. This compound has unique chemical properties. The synthetic route is as follows.

In an ice bath, 25.4 mg (0.635 mmol) sodium hydride (60% dispersion in mineral oil) were dispensed in 2 mL of anhydrous THF. 52.9 mg (0.43 mmol) trans-3- aminocyclobutanol hydrochloride in 2 mL of a 1 : 1 mixture of anhydrous DMF and anhydrous THF were slowly added. After complete addition, stirring at 0C was continued for 15 min. 100 mg (0.287 mmol) of 6-chloro-3-(5-methoxy-1 -benzofuran- 2-yl)imidazo[1 ,2-b]pyridazine were added, the ice bath was removed and the resulting mixture was stirred for 72 h at 40 C. The reaction mixture was cooled to rt and a freshly prepared mixture of 9 mg (0.225 mmol) sodium hydride (60% dispersion in mineral oil) and 18 mg (0.146 mmol) trans-3-aminocyclobutanol hydrochloride in 1 mL of a 1 : 1 mixture of anhydrous DMF and anhydrous THF were added to the reaction mixture. Stirring at 40 C was continued for 18 h. The reaction mixture was carefully poured into water. The aqueous layer was extracted with ethyl acetate. The combined organic layers were dried over magnesium sulfate, and concentrated. The crude product was purified by HPLC to give 54 mg of the title compound as a solid material. 1H-NMR (300 MHz, DMSO-d6), delta [ppm] = 2.53 (4H), 3.68-3.77 (1 H), 3.79 (3H), 5.47- 5.58 (1 H), 6.90 (1 H), 7.00 (1 H), 7.26 (1 H), 7.48-7.57 (2H), 8.09-8.17 (2H). LC-MS (Method 3): Rt = 0.76 min; MS (ESIpos) m/z = 351 [M+H]+.

According to the analysis of related databases, 1205037-95-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Bayer Intellectual Property GmbH; EIS, Knut; PUeHLER, Florian; ZORN, Ludwig; SCHOLZ, Arne; LIENAU, Philip; GNOTH, Mark, Jean; BOeMER, Ulf; GUeNTHER, Judith; HITCHCOCK, Marion; WO2013/34570; (2013); A1;,
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