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With benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; N,N-diethylaniline; In hexane;
To a 250 ml round bottom flask that sequentially enters the pyrazole (30mmol) and 1-ethyl-(3-dimethyl aminopropyl) carbodiimide hydrochloride (EDCI) carbonyl (30mmol), N-methyl morpholine (30mmol) by adding 100 ml of methylene chloride is dissolved, slowly add P-cinnamic acid (30mmol), reaction sleepovers, washed with water, concentrated dry, with petroleum ether/ethyl acetate to obtain crystallization 7.2g P-cinnamoyl -3,5 dimethyl pyrazole pure product, yield is 97%,
methyl 3-(3,4-dihydroxyphenyl)-(2S)-2-((2E)-3-(4-fluorophenyl)acrylamido)propanoate[ No CAS ]
Yield
Reaction Conditions
Operation in experiment
41.1%
General procedure: To a solution of the corresponding substitutedacid (1 eq, 2.02 mmol) in dichloromethane-N,N-dimethylformamide(DMF) (3 : 1, 20 mL) was added 1-ethyl-3-(3-dimethylaminopropyl) carbodiimide (EDC) (1 eq, 2.02 mmol),N,N-diisopropylethylamine (DIEA) (1 eq, 2.02 mmol) andN-hydroxybenzotriazole (HOBt) (1 eq, 2.02 mmol). After themixture was stirred at room temperature for 30 min, correspondingamine (1 eq, 2.02 mmol) and triethylammoniumacetate (TEA) (3 eq, 6.06 mmol) was added. The solution wasstirred at room temperature for 4 h and then extracted withdichloromethane. The organic layer was washed with 1 N HClsolution, saturated NaHCO3 solution, water and brine, driedover Na2SO4 and concentrated in vacuo. The crude product was purified by silica gel column chromatography (ethylacetate-hexane, 1 : 2) to obtain the title compound.
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