Reference of 423165-07-5, New Advances in Chemical Research in 2021. The prevalence of solvent effects in heterogeneous catalysis in condensed media has motivated developing quantitative kinetic,A common heterocyclic compound, 423165-07-5, name is exo-3-(3-Isopropyl-5-methyl-4H-1,2,4-triazol-4-yl)-8-azabicyclo[3.2.1]octane, molecular formula is C13H22N4, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, below Introduce a new synthetic route.
Step 7: 1-acetyl-N-(3-chloro-4-methylphenyl)-N-(3-(3-exo-(3-isopropyl-5-methyl-4-hydro-1,2,4-triazol-4-yl)-8-azabicyclo[3.2.1]oct-8-yl)propyl)-4-piperidinylcarboxamide (compound 11) A solution of 1-acetyl-N-(3-chloro-4-methylphenyl)-N-(3-chloropropyl)-4-piperidinylcarboxamide (185 mg, 0.5 mmol), the product prepared in step 6 (129 mg, 0.55 mmol) and triethylamine (0.21 mL, 1.5 mmol) in acetonitrile (5 mL) was stirred and refluxed for 24 hours, and then vaporized off the solvent, diluted with ethyl acetate, and washed with water and saline respectively. The separated organic phase was dried with sodium sulfate and concentrated under reduced pressure. The concentrate was separated through column chromatography (dichloromethane/methanol=20/1 to 10/1, v/v) to give a yellowish foam-like product (28 mg, yield: 10%). 1HNMR (CDCl3, 300 MHz) delta: 7.36-7.30 (m, 1H), 7.20 (s, 1H), 7.01-6.97 (m, 1H), 4.55-4.48 (m, 1H), 4.30-4.20 (m, 1H), 3.49-3.44 (m, 1H), 3.31 (br-s, 2H), 3.00-2.96 (m, 1H), 2.89-2.79 (m, 1H), 2.43 (s, 3H), 2.48-2.35 (m, 6H), 2.05 (s, 3H), 2.18-1.96 (m, 5H), 1.75-1.62 (m, 12H), 1.38-1.25 (m, 6H);
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Reference:
Patent; SHANGHAI TARGETDRUG CO., LTD.; SHANGHAI INSTITUTE OF MATERIA MEDICA, CHINESE ACADEMY OF SCIENCES; US2011/251192; (2011); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics