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ChemicalBook CAS DataBase List 4-Methyl-3-[[4-(3-pyridinyl)-2-pyrimidinyl]amino]benzoic acid

4-Methyl-3-[[4-(3-pyridinyl)-2-pyrimidinyl]amino]benzoic acid synthesis

9synthesis methods

Product Name:4-Methyl-3-[[4-(3-pyridinyl)-2-pyrimidinyl]amino]benzoic acid
CAS Number:641569-94-0
Molecular formula:C17H14N4O2
Molecular Weight:306.32

3- [(Aminoiminomethyl)amino] -4-methyl-benzoic acid methyl ester mononitrate (10 g),3-(Dimethylamino)-1-(pyridine-3-yl)prop-2-en-1-one (7.3 g), sodium hydroxide (1.7 g) was added to 1-butanol (100 mL) in a round bottom flask under nitrogen atmosphere. The reaction mass was heated to reflux temperature and stirred for 12 hours. Then the reaction mass was cooled to 25-35°C, and iN sodium hydroxide solution (1.5 g in 37 mL of DM water) was added to it throughout 20 mm. The reaction mass was heated to reflux temperature (120-125°C) and then cooled to 25-35°C. Hydrochloric acid was added to the reaction mass at 25-35°C and stirred for an hour. The material formed was filtered, washed with DM water and then dried under vacuum at 50-55°C to provide 4-Methyl-3-[[4-(3-pyridinyl)-2-pyrimidinyl]amino]benzoic acid (8.7 g).

2458-12-0 Synthesis

2458-12-0
329 suppliers
$15.00/5 g

4-Methyl-3-[[4-(3-pyridinyl)-2-pyrimidinyl]amino]benzoic acid

641569-94-0
242 suppliers
$7.00/250mg

Yield:-

Steps:

Multi-step reaction with 5 steps
1: sulfuric acid / 12 h / Reflux; Inert atmosphere
2: hydrogenchloride / ethanol; water / 15 h / Reflux
3: ammonium nitrate / 0.5 h / 0 °C
4: sodium hydroxide / butan-1-ol / 72 h / Reflux; Inert atmosphere
5: sodium hydroxide / ethanol; water / 4 h / 45 - 50 °C

References:

Pan, Xiaoyan;Dong, Jinyun;Gao, Hongping;Wang, Fang;Zhang, Yanmin;Wang, Sicen;Zhang, Jie [Chemical Biology and Drug Design,2014,vol. 83,# 5,p. 592 - 599]

917392-54-2 Synthesis