| product Name |
4-Methyl-3-[[4-(3-pyridinyl)-2-pyrimidinyl]amino]benzoic acid |
| Synonyms |
4-Methyl-3-{[4-(pyridin-3-yl)pyrimidin-2-yl]amino}benzoic acid; Benzoic acid, 4-methyl-3-[[4-(3-pyridinyl)-2-pyrimidinyl]amino]-; 4-Methyl-3-(4-pyridin-3-yl-pyrimidin-2-ylamino)-benzoic acid; 4-methyl-3-[(4-(3-pyridinyl)-pyrimidinyl)amino]benzoic acid; 4-Methyl-3-[[4-(3-pyridinyl)-2-pyrimidiny]amino]benzoicacid; 4-methyl-3-(4-(pyridin-3-yl)pyrimidin-2-ylamino)benzoic acid; 4-methyl-3-((4-(3-pyridinyl)-2-pyrimidinyl)amino)benzoic acid |
| Molecular Formula |
C17H14N4O2 |
| Molecular Weight |
306.3187 |
| InChI |
InChI=1/C17H14N4O2/c1-11-4-5-12(16(22)23)9-15(11)21-17-19-8-6-14(20-17)13-3-2-7-18-10-13/h2-10H,1H3,(H,22,23)(H,19,20,21) |
| CAS Registry Number |
641569-94-0 |
| Molecular Structure |
![641569-94-0 4-Methyl-3-[[4-(3-pyridinyl)-2-pyrimidinyl]amino]benzoic acid](https://images-a.chemnet.com/suppliers/chembase/cas8/cas641569-94-0.gif)
|
| Density |
1.336g/cm3 |
| Boiling point |
587.927°C at 760 mmHg |
| Refractive index |
1.676 |
| Flash point |
309.367°C |
| Vapour Pressur |
0mmHg at 25°C |
| Uses |
4-Methyl-3-[[4-(3-pyridinyl)-2-pyrimidinyl]amino]benzoic acid is used in the preparation of (pyridinyl)-N-[(triazolyl)phenyl]pyrimidinamine derivatives and (pyridinyl)-N-[oxadiazolyl)phenyl]pyrimidinamine derivatives, and can be used in the detection of their activity as antileukemia agents (neoplastic stem cell leukemia). 4-Methyl-3-[[4-(3-pyridinyl)-2-pyrimidinyl]amino]benzoic acid is also a Nilotinib (N465300) intermediate, which might be useful in treatment of chronic myelogenous leukemia. |
| Synthesis |
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). |
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