* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.
4-(3-chloro-4-fluorophenylamino)-7-methoxy-6-(3-((2R,3R,4R,5S)-2-hydroxymethyl-3,4,5-trihydroxy-1-piperidyl)propoxy)quinazoline[ No CAS ]
Yield
Reaction Conditions
Operation in experiment
34.5%
With potassium carbonate; triethylamine; potassium iodide; In N,N-dimethyl-formamide; at 70℃; for 7h;
Taking 0.59g (1.5mmol) 4 - (3 - chloro -4 - fluorophenyl amino) -7 - methoxy -6 - (3 - chlorine third oxygen radical) quinazoline (E ') dissolved in 3.0 ml DMF in, adding in 0.30g (1.5mmol) 1 - deoxynojirimycin hydrochloride, 0.24g (1.8mmol) K2 CO3 , 0.30g (1.8mmol) KI and 0.18g (1.8mmol) triethylamine. Heating to 70 C reaction 7 hours later, to take advantage of the heat filtering K2 CO3 And KI. Concentrating the reaction solution, the concentrated solution of water in 2 ml, stirring 1 hour, adjusted with ammonia water to pH 9 - 10, is continuously stirred for 1 hour. Filtering, by a small amount of methylene chloride wash the filter cake, the filter cake by silica gel column chromatography separation to obtain white powdery product E 0.27g, yield 34.5%.
34.5%
With potassium carbonate; triethylamine; potassium iodide; In N,N-dimethyl-formamide; at 70℃; for 7h;
General procedure: Followed published procedure, 4a, 5a or 6a (0.5 mmol) were dissolved into DMF (3.0 mL), respectively, and the above were added to the mixture of 1-DNJHCl (1.5 mmol), potassium carbonate (1.8 mmol), potassium iodide (1.8 mmol) and triethylamine (1.8 mmol), then heated up to 70 C, and stirred for 7 h. The precipitated product was filtered and the filtrate was evaporated. The crude product was dissolved into water (2 mL), and stirred for 2 h, then adjusted pH~9-10 with 5% ammonia solution, further stirred for 1 h. The crude product was chromatographed by silica gel to afford residue 13a-13c as white powder (yield 26.4% ~ 30.2%).
Chemistry
Pharmaceutical Intermediates
Inhibitors/Agonists
Material Science
For Research Only
110K+ Compounds
Competitive Price
1-2 Day Shipping
