* 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.
With pyridine; sodium acetate; In water; acetone; benzene;
(a) 4-(beta-N'-2-quinolyl-N'-methylureidoethyl)-benzene-sulfonamide 76.5 Grams of <strong>[52430-43-0]2-methylaminoquinoline</strong> were mixed in 600 ml of absolute benzene with 39.5 g of pyridine and, while cooling with ice and stirring, treated with 49 g of phosgene. Stirring was continued for 1 hour, the salt precipitated was suction-filtered and washed well with benzene. The filtrate was evaporated, the residue taken up in 100 ml of acetone and added dropwise, while stirring and cooling with ice, to a mixture which contained in 290 ml of water 0.36 mol of 4-(beta-aminoethyl)-benzenesulfonamide and 0.72 mol of sodium acetate and was mixed with 290 ml of acetone. Stirring was continued for about 1 hour, the mixture was mixed with water, suction-filtered and recrystallized from ethanol - dimethylformamide. The reaction product obtained melted at 185-187 C.
phenyl (6-(4-isopropyl-4H-1,2,4-triazol-3-yl)pyridin-2-yl)carbamic acid ester[ No CAS ]
3-(6-(4-isopropyl-4H-1,2,4-triazol-3-yl)pyridin-2-yl)-1-methyl-1-(quinoline-2-yl)urea[ No CAS ]
Yield
Reaction Conditions
Operation in experiment
8.1 mg
With triethylamine; In N,N-dimethyl-formamide; at 50℃;
The final product 03 (20 mg, 0.062 mmol), 3-aminopyrazolo [1,5-a] pyrimidine (25 mg, 0.186 mmol) and Et3N (25 mg, 0.25 mmol) were weighed into a bottle,Add 2 mL of DMF to dissolve the reaction reagent.The reaction was heated at 50 C overnight.The crude reaction product was directly purified by reverse-phase HPLC to obtain the target compound YC128 (32.2 mg).
phenyl (6-(4-isopropyl-4H-1,2,4-triazol-3-yl)pyridin-2-yl)carbamic acid ester[ No CAS ]
[ 76-05-1 ]
(x)C2HF3O2*C21H21N7O[ No CAS ]
Yield
Reaction Conditions
Operation in experiment
17%
General procedure: General Method B: 11c (30mg, 0.0929mmol), pyridin-2-amine (26mg, 0.28mmol), and Et3N (38mg, 0.37mmol) were placed in a round-bottom flask, followed by addition of DMF (2mL). The mixture was heated up at 50C for 12h. Water (4mL) was added and the mixture was purified by reverse phase HPLC to afford 11h as a solid of TFA salt (22.9mg, 56%).
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