With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.3405-77-4,5-Methylisoxazole-3-carboxylic acid,as a common compound, the synthetic route is as follows.
Step 5. A solution of 5-methylisoxazole-3-carboxylic acid (8.6 mg, 68 mumol), diisopropylethylamine (12 muL, 68 mumol), and 2-chloro-5-(1-((R)-1-(3-chlorophenyl)ethylamino)ethyl)benzenamine 109 (21 mg, 68 mumol) in DMF was stirred under N2 and chilled to 0¡ã C. HATU (26 mg, 68 mumol) was then added to the solution. The reaction was allowed to warm to room temperature and stirred for 3 h. Afterwards, the reaction was diluted with water and EtOAc. The organic solution was extracted with saturated NaHCO3, water, and brine. The organic layer was dried over MgSO4, filtered, and concentrated in vacuo. The crude material was purified by silica gel chromatography using a 5percent to 60percent gradient of EtOAc in hexanes as the eluent. The desired fractions were combined and concentrated to give N-(2-chloro-5-(1-((R)-1-(3-chlorophenyl)ethylamino)ethyl)phenyl)-5-methylisoxazole-3-carboxamide 110 (20 mg, 70percent yield) as a colorless oil and as a mixture of diastereomers. 1H NMR (400 MHz, MeOH) delta ppm 1.60-1.66 (m, 6H) 2.53 (s, 3H) 4.19 (m, 2H) 6.61 (s, 1H) 7.19 (dd, J=8.31, 2.05 Hz, 1H) 7.30 (m, 1H) 7.40 (s, 1H) 7.48 (d, J=4.89 Hz, 2H) 7.63 (d, J=8.41 Hz, 1H) 8.09 (s, 1H). Mass spectrum: calculated for C21H21Cl2N3O2 418.3; found 418.4 (M++1)., 3405-77-4
The synthetic route of 3405-77-4 has been constantly updated, and we look forward to future research findings.
Reference£º
Patent; Amgen Inc.; US2008/221101; (2008); A1;,
Isoxazole – Wikipedia
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