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Type | HazMat fee for 500 gram (Estimated) |
Excepted Quantity | USD 0.00 |
Limited Quantity | USD 15-60 |
Inaccessible (Haz class 6.1), Domestic | USD 80+ |
Inaccessible (Haz class 6.1), International | USD 150+ |
Accessible (Haz class 3, 4, 5 or 8), Domestic | USD 100+ |
Accessible (Haz class 3, 4, 5 or 8), International | USD 200+ |
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CAS No. : | 1246834-64-9 | MDL No. : | MFCD11975609 |
Formula : | C7H11N3O2 | Boiling Point : | - |
Linear Structure Formula : | - | InChI Key : | - |
M.W : | 169.18 | Pubchem ID : | - |
Synonyms : |
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Signal Word: | Danger | Class: | 8 |
Precautionary Statements: | P280-P305+P351+P338-P310 | UN#: | 1759 |
Hazard Statements: | H314 | Packing Group: | Ⅲ |
GHS Pictogram: |
* 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.
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
60% | Stage #1: With triethylamine In N,N-dimethyl-formamide for 0.5 h; Stage #2: With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In N,N-dimethyl-formamide at 20℃; for 8 h; |
To a 50 ml three-necked flask was added 2-aminomethylpyrimidine acetate (0.65 g, 3.846 mmol)Triethylamine (0.36 g, 3.558 mmol) and N, N-dimethylformamide (10 ml) were added and stirred for 0.5 h.The product of Example 5 (1.00 g, 2.550 mmol), EDCI (0.54 g, 2.817 mmol) and 1-hydroxybenzotriazole (0.38 g, 2.812 mmol) were successively added to the reaction solution, and the reaction was stirred at room temperature for 8 hours.The reaction solution was poured into a sodium bicarbonate solution and extracted with ethyl acetate.The organic phase was combined, washed with saturated brine, dried over anhydrous sodium sulfate, the desiccant was filtered off, and the organic phase was concentrated to obtain crude product. The crude product was recrystallized to 0.74 g of avanafil, with a yield of 60percent. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
64% | Stage #1: With triethylamine In dichloromethane for 1 h; Cooling with ice Stage #2: With triethylamine In dichloromethane for 2 h; Stage #3: at 20℃; |
A solution of 2,4-dichloro-5-pyrimidinecarbonyl chloride (0.6 g, 2.8 mmol) in dichloromethane (8 ml) was added to a 50 ml three-necked flask and cooled in an ice bath. The 2-aminomethylpyrimidine acetate (0.48 g, 2.8 mmol) and triethylamine (2.8 mmol) were first dissolved in dichloromethane,And then dropwise dropwise into the reaction solution. Plus finished, the reaction 1 hour,A mixture of 3-chloro-4-methoxybenzylamine hydrochloride (0.59 g, 2.8 mmol) and triethylamine (0.29 g, 2.8 mmol) was added dropwise to the above reaction solution, 2 hours,To the reaction solution was added L-proline alcohol (0.43 g, 4.3 mmol), and the reaction was carried out overnight at room temperature.The reaction solution was poured into ice water, quenched and extracted twice with methylene chloride. The organic phase was combined and washed twice with water,Dried over anhydrous sodium sulfate and concentrated to give the crude product which was purified by column chromatography to give 0.9 g of white solid, and the yield was 64percent. |