Diethyl N-[5-[N-[(3,4-dihydro-2-methyl-4-oxo-6-quinazolinyl)methyl]-N-methylamino]-2-thenoyl]-L-glutamate synthesis
- Product Name:Diethyl N-[5-[N-[(3,4-dihydro-2-methyl-4-oxo-6-quinazolinyl)methyl]-N-methylamino]-2-thenoyl]-L-glutamate
- CAS Number:132463-02-6
- Molecular formula:C25H30N4O6S
- Molecular Weight:514.59
![2-Thiophenecarboxylic acid, 5-[[(3,4-dihydro-2-methyl-4-oxo-6-quinazolinyl)methyl]methylamino]-](/CAS/20210305/GIF/138899-69-1.gif)
Yield:132463-02-6 87.4%
Reaction Conditions:
with benzotriazol-1-ol;1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride;N-ethyl-N,N-diisopropylamine in N,N-dimethyl-formamide at 20;
Steps:
2.4 (4) 2-[N-(2-Methyl-4-oxoquinazoline-6-methyl)-N-methyl]-amino-2-thiopheneyl-L-glutamic acid diethyl ester (compound 4) Preparation
4.06g L-glutamic acid diethyl ester (1.0eq), 7.24g 2-[N-(2-methyl-4-oxoquinazoline-6-methyl)-N-methyl]-aminothiophene -2-formic acid (1.1eq), 4.05g HOBT (1.5eq), 7.74g N,N-diisopropylethylamine (DIPEA, 3.0eq), 5.76g EDCI (1.5eq) into the reaction flask, add 100mL DMF, stirred at room temperature for the reaction, followed by TLC, after the reaction was complete, 250 mL of ethyl acetate was added, washed with saturated sodium chloride aqueous solution 5 times, the organic phase was dried over anhydrous sodium sulfate, filtered, and the solvent was evaporated. Purified with a mixed solvent of ethyl acetate: petroleum ether with a volume ratio of 1:1 to obtain 2-[N-(2-methyl-4-oxoquinazoline-6-methyl)-N-methyl]-amino- The diethyl 2-thiophene-L-glutamic acid was 9.00 g, and the yield was 87.4%.
References:
CN105111197,2021,B Location in patent:Paragraph 0094; 0107-0110
112888-43-4
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