63920-73-0, name is 2-Amino-4,6-dimethoxybenzamide, belongs to amides-buliding-blocks compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. Computed Properties of C9H12N2O3
4-bromo-ethyl – benzoic acid ethyl ester (4.0g, 16.46mmol) was added in THF (30mL) solution of N- ethylpiperazine (3.76g,32.92mmol), The reaction mixture was stirred at room temperature for 16 hour. The reaction mixture was diluted withwater and the product was extracted with ethyl acetate. The combined organiclayers were washed with water, brine, Na 2SO 4dry. The solvent was removed togive 4.61g of crude 4- (4-ethyl-piperazin-1-yl-methyl) – benzoic acid ethylester (100% yield). The LAH (0.792g, 20.86mmol)was added to a dry 3-necked flask, THF (60mL) under cooling. Was slowly added under cooling 4- (4-ethyl-piperazin-1-yl-methyl) – benzoic acid ethyl ester(4.61g, 16.69mmol) in THF (10mL) was added. After the addition was complete,the reaction mixture was heated at reflux for 2 hours. The reaction mixture was cooled to 0 deg.]C, was added 10% NaOH solution, then water was added. The organic layer wasseparated, the aqueous layer was extracted with ethyl acetate. The combinedorganic layers were washed with water, brine, Na 2SO 4dry. The solvent wasremoved to give 2.78gof crude (4- (4-ethyl-piperazin-1-yl-methyl) phenyl) -methanol, 78% yield.anhydrous CH2Cl2 cooled to -78 deg.] C containingthe (100 mL) 3-necked flask was added oxalyl chloride(1.8g, 14.25mmol) and DMSO (1.85g, 23.76mmol),at -78 deg.] C and the mixture was stirred for 15 minutes. It was added at -78 (4- (4- ethyl-piperazin-1-yl-methyl) phenyl) – methanol(2.78g, 11.88mmol) in CH2Cl 2The (10 mL) was stirred at -78 1 hour. Was then added at -78 Et 3N (4.8g,47.52mmol). The reaction mixture was brought to room temperature. Water was added, the organiclayer was separated. The aqueous layer was extracted with CH 2Cl 2extraction.The combined organic layers were washed with water, brine, Na 2SO 4dry. Then, the solvent was removedto give crude 4- (4-ethyl-piperazin-1-yl-methyl)benzaldehyde (2.5g, 91%). 2-amino-4,6-dimethoxy – benzamide (150mg, 0.76mmol) and 4-(4-ethyl-piperazin-1-yl-methyl) benzaldehyde (177mg, 0.76mmol) in N , N- dimethylacetamide(10 mL) was added NaHSO 3(150mg,0.84mmol) and p-TSA (319mg, 1.68mmol), thereaction mixture was at 150 was heated for 5 hours. The reactionmixture was cooled to room temperature, water was added, the mixture was treated with NaHCO 3neutralize. The solventwas removed under reduced pressure to give the crude product, which waspurified by column chromatography to give 2- (4 -((4-ethyl-piperazin-1-yl) methyl) phenyl) -5,7 dimethoxy – quinazolin -4 (3H) -one (87mg, 27%), converted to the hydrochloride salt. Selected data: MS(ES) m / z: 409.11; MP278-280 (decomposition
The synthetic route of 63920-73-0 has been constantly updated, and we look forward to future research findings.
Reference:
Patent; RESVERLOGIX CORP; HANSEN, H; (62 pag.)CN103319408; (2016); B;,
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