3-Pyridineacrylic acid 1126-74-5

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3-Pyridineacrylic acid Basic information Product Name: 3-Pyridineacrylic acid Synonyms: 3-PYRIDINYL-ACRYLIC ACID;3-(3-Pyridinyl)acrylic acid;Pyridine-3-acrylic acid;3-(3-Pyridyl)acrylic acid,99%;RARECHEM BK HC S246;TRANS-3-(3'-PYRIDYL)ACRYLIC ACID;TRANS-3-(3-PYRIDYL)ACRYLIC ACID;3-(pyridin-3-yl)prop-2-enoic acid CAS: 1126-74-5 MF: C8H7NO2 MW: 149.15 EINECS: 214-424-0 Product Categories: Carboxylic Acids;Miscellaneous;Carboxylic Acids;Pyridines;Pyridine Mol File: 1126-74-5.mol 3-Pyridineacrylic acid Chemical Properties Melting point  232-235 °C (dec.)(lit.) Boiling point  270.21°C (rough estimate) density  1.2517 (rough estimate) refractive index  1.5320 (estimate) storage temp.  Inert atmosphere,Room Temperature solubility  DMSO (Slightly), Methanol (Slightly, Heated) form  Solid pka 3.13±0.10(Predicted) color  White InChI InChI=1S/C8H7NO2/c10-8(11)4-3-7-2-1-5-9-6-7/h1-6H,(H,10,11) InChIKey VUVORVXMOLQFMO-UHFFFAOYSA-N SMILES C(O)(=O)C=CC1=CC=CN=C1 CAS DataBase Reference 1126-74-5(CAS DataBase Reference) Safety Information Hazard Codes  Xi,Xn Risk Statements  36/37/38-22 Safety Statements  26-36-37/39-36/37/39 WGK Germany  3 F  10 HazardClass  IRRITANT HS Code  29333990 3-Pyridineacrylic acid Usage And Synthesis Chemical Properties white to light yellow crystal powder Uses 3-Pyridineacrylic Acid is an inhibitor of peptidylglycine amidating monooxygenase. Synthesis 100390-47-4 19337-97-4 To a solution of butyl 3-(pyridin-3-yl)prop-2-enoate (70 g, 341 mmol, 1.00 equiv) in ethanol (150 mL) was added a solution of potassium hydroxide (40 g, 712.94 mmol, 2.09 equiv) in water (150 mL). The reaction mixture was stirred at room temperature for 20 hours. Upon completion of the reaction, the pH of the solution was adjusted to 6 with 12 M hydrochloric acid.The precipitate was collected by filtration to give 50 g (98% yield) of trans-3-(3-pyridyl)acrylic acid as an off-white solid.LCMS analysis (Method C, electrospray ionization, m/z): retention time = 0.78 min, m/z = 149.9 [M+H]+. References [1] Patent: WO2014/74715, 2014, A1. Location in patent: Paragraph 0170 [2] Journal of Medicinal Chemistry, 2014, vol. 57, # 3, p. 770 - 792 3-Pyridineacrylic acid Preparation Products And Raw materials Raw materials Tetrahydrofuran-->N,N-Dimethylformamide-->Toluene-->n-Butyllithium-->Pyridine-->Malonic acid-->3-Pyridyl bromide-->2-Propenoic acid, 3-(3-pyridinyl)-, butyl ester-->Ethanol-->Water Preparation Products 3-Pyridinepropionic acid



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