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| | 4-(Pyridin-3-yl)pyrimidin-2-amine Basic information |
| | 4-(Pyridin-3-yl)pyrimidin-2-amine Chemical Properties |
| Melting point | 189-191 °C | | Boiling point | 439.9±37.0 °C(Predicted) | | density | 1.259±0.06 g/cm3(Predicted) | | storage temp. | under inert gas (nitrogen or Argon) at 2–8 °C | | solubility | DMSO (Slightly), Methanol (Slightly) | | form | Solid | | pka | 2.76±0.10(Predicted) | | color | Off-White to Pale Yellow | | InChI | InChI=1S/C9H8N4/c10-9-12-5-3-8(13-9)7-2-1-4-11-6-7/h1-6H,(H2,10,12,13) | | InChIKey | LQHQKYWYKPLKCH-UHFFFAOYSA-N | | SMILES | C1(N)=NC=CC(C2=CC=CN=C2)=N1 |
| Hazard Codes | T | | Risk Statements | 25-20/21/22 | | Safety Statements | 45-36/37 | | WGK Germany | WGK 3 | | HS Code | 29339900 | | Storage Class | 6.1C - Combustible acute toxic Cat.3
toxic compounds or compounds which causing chronic effects | | Hazard Classifications | Acute Tox. 3 Oral |
| | 4-(Pyridin-3-yl)pyrimidin-2-amine Usage And Synthesis |
| Chemical Properties | White to off-white or brown solid. | | Uses | 4-(3-Pyridinyl)-2-pyrimidinamine serves as an intermediate compound during the synthesis of Nilotinib. Nilotinib is a selective tyrosine kinase receptor inhibitor used in the therapy of chronic myelogenous leukemia. | | Synthesis | 3-(Dimethylamino)-1-(pyridine-3-yl) prop-2-en-1-one (15.4 g, 0.088 mol), guanidine nitrate (10.7 g, 0.088 mol), and sodium hydroxide (3.5 g, 0.088 mol) were dissolved in n-butanol (120 mL). The mixture was heated to reflux with stirring and maintained for 16 hours. The reaction mixture was then cooled to room temperature. The solid was collected and washed with water (400 mL). The desired product was dried under vacuum for three days, and 12.7 g of yellow crystals of 4-(Pyridin-3-yl)pyrimidin-2-amine was obtained (yield: 85 %). | | References | [1] Organic Process Research and Development, 2008, vol. 12, # 3, p. 490 - 495
[2] Patent: US9095622, 2015, B2. Location in patent: Page/Page column 31
[3] Chemical Communications, 2010, vol. 46, # 14, p. 2450 - 2452
[4] Synlett, 2016, vol. 27, # 15, p. 2233 - 2236
[5] European Journal of Medicinal Chemistry, 2017, vol. 128, p. 1 - 12 |
| | 4-(Pyridin-3-yl)pyrimidin-2-amine Preparation Products And Raw materials |
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