With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.2552-54-7,3-(Benzyloxy)isoxazole-5-carboxylic acid,as a common compound, the synthetic route is as follows.
A solution of Example 87D (0.1 g, 0.252 mmol), N-ethyl-N-isopropylpropan-2-amine (0.220 ml, 1.262 mmol) and 3-(benzyloxy)isoxazole-5-carboxylic acid (0.066 g, 0.303 mmol) in N,N- dimethylformamide (1.941 ml) was treated with l-[bis(dimethylamino)methylene]-lH- 1,2,3 – triazolo[4,5-b]pyridinium 3-oxid hexafluorophosphate (0.099 g, 0.260 mmol) and the reaction mixture was stirred at room temperature for 20 hours. The reaction mixture was poured into 12 mL water and the resulting suspension was filtered. The solid was washed with water and dried under vacuum. Purification by flash chromatography on silica gel (AnaLogix IntelliFlash 280 system) eluting with a gradient of from 0% to 4% methanol in dichloromethane afforded the title compound. lH NMR (400 MHz, DMSO-d6) delta ppm 2.58 – 2.69 (m, 2H), 3.72 (s, 3H), 3.74 – 3.86 (m, 2H), 4.26 – 4.35 (m, 2H), 5.31 (s, 2H), 6.27 (d, J = 1.6 Hz, 1H), 6.41 – 6.54 (m, 1H), 6.69 (s, 1H), 7.02 (d, J = 5.0 Hz, 1H), 7.1 1 – 7.28 (m, 3H), 7.29 – 7.54 (m, 5H), 8.20 (d, J = 4.9 Hz, 1H), 1 1.57 (brs, 1H). MS (ESI+) m/z 525.1 (M+H)+, 2552-54-7
As the paragraph descriping shows that 2552-54-7 is playing an increasingly important role.
Reference£º
Patent; ABBVIE INC.; ABBVIE PHARMACEUTICAL TRADING (SHANGHAI) CO., LTD.; TONG, Yunsong; BRUNCKO, Milan; CLARK, Richard F.; CURTIN, Michael L.; FLORJANCIC, Alan S.; FREY, Robin R.; GONG, Jianchun; HANSEN, Todd M.; JI, Zhiqin; LAI, Chunqiu; MASTRACCHIO, Anthony; MICHAELIDES, Michael; MIYASHIRO, Juliem; RISI, Roberto M.; SONG, Xiaohong; TAO, Zhi-fu; WOODS, Keith W.; ZHU, Guidong; PENNING, Thomas; SOUERS, Andrew; GOSWAMI, Rajeev; IQUTURI, Omprakash Reddy; DABBEERU, Madhu Babu; WO2014/139328; (2014); A1;,
Isoxazole – Wikipedia
Isoxazole | C3H3NO – PubChem