|
|
| | 4-Methyl-3-[[4-(3-pyridinyl)-2-pyrimidinyl]amino]benzoic acid Basic information |
| Product Name: | 4-Methyl-3-[[4-(3-pyridinyl)-2-pyrimidinyl]amino]benzoic acid | | Synonyms: | 4-Methyl-3-[[4-(3-pyridinyl)-2-pyrimidinyl]amino]benzoic acid;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-(3-pyridinyl)-2-pyriMidiny]aMino]benzoic acid;2-[(5-Carboxy-2-methylphenyl)amino]-4-(pyridin-3-yl)pyrimidine, 3-{2-[(5-Carboxy-2-methylphenyl)amino]pyrimidin-4-yl}pyridine;Nilotinib Intemediate 2;4-Methyl-3-((4-(pyridin-3-yl);Nilotinib EP Impurity D | | CAS: | 641569-94-0 | | MF: | C17H14N4O2 | | MW: | 306.32 | | EINECS: | 629-968-8 | | Product Categories: | | | Mol File: | 641569-94-0.mol | ![4-Methyl-3-[[4-(3-pyridinyl)-2-pyrimidinyl]amino]benzoic acid Structure](CAS/GIF/641569-94-0.gif) |
| | 4-Methyl-3-[[4-(3-pyridinyl)-2-pyrimidinyl]amino]benzoic acid Chemical Properties |
| Melting point | >257oC (dec.) | | Boiling point | 587.9±60.0 °C(Predicted) | | density | 1.336 | | storage temp. | under inert gas (nitrogen or Argon) at 2–8 °C | | solubility | DMSO (Slightly), Methanol (Slightly, Heated) | | pka | 4.35±0.10(Predicted) | | form | Solid | | color | Pale Beige | | Stability: | Hygroscopic | | InChI | InChI=1S/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) | | InChIKey | LDLZPHLSVKGFSC-UHFFFAOYSA-N | | SMILES | C(O)(=O)C1=CC=C(C)C(NC2=NC=CC(C3=CC=CN=C3)=N2)=C1 | | CAS DataBase Reference | 641569-94-0(CAS DataBase Reference) |
| | 4-Methyl-3-[[4-(3-pyridinyl)-2-pyrimidinyl]amino]benzoic acid Usage And Synthesis |
| 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).
|
| | 4-Methyl-3-[[4-(3-pyridinyl)-2-pyrimidinyl]amino]benzoic acid Preparation Products And Raw materials |
|