3-Pyridylacetic acid hydrochloride CAS 6419-36-9
3-Pyridylacetic acid hydrochloride Basic information
| Product Name: | 3-Pyridylacetic acid hydrochloride |
| Synonyms: | PYRIDIN-3-YLACETIC ACID HYDROCHLORIDE;PYRIDINE-3-ACETIC ACID HYDROCHLORIDE;Nicotine Impurity 3;3-Pyridylaceticacidhydrochloride HCL;Risedronate 3-Pyridylacetic Impurity;3-PYRIDINEACETIC ACID HCL;3-PYRIDINEACETIC ACID HYDROCHLORIDE;2-(3-PYRIDINYL)ACETIC ACID HYDROCHLORIDE |
| CAS: | 6419-36-9 |
| MF: | C7H8ClNO2 |
| MW: | 173.6 |
| EINECS: | 229-148-6 |
| Product Categories: | API intermediates;(intermediate of risedronate sodium);Building Blocks;Pyridinium Compounds;Acids and Derivatives;Heterocycles;Carboxylic Acids;Carboxylic Acids;Pyridines;Organic acids;Pyridines derivates;Pyridine;Pyridine series;Aromatics, Heterocycles, Metabolites & Impurities;bc0001 |
| Mol File: | 6419-36-9.mol |
3-Pyridylacetic acid hydrochloride Chemical Properties
| Melting point | 161-163 °C(lit.) |
| storage temp. | Inert atmosphere,Room Temperature |
| solubility | DMSO (Sparingly), Methanol (Slightly) |
| form | Crystalline Powder, Crystals and/or Chunks |
| color | White to light yellow or beige |
| Merck | 14,7971 |
| BRN | 3696630 |
| Stability: | Hygroscopic |
| InChI | InChI=1S/C7H7NO2.ClH/c9-7(10)4-6-2-1-3-8-5-6;/h1-3,5H,4H2,(H,9,10);1H |
| InChIKey | XVCCOEWNFXXUEV-UHFFFAOYSA-N |
| SMILES | C(C1=CN=CC=C1)C(=O)O.Cl |
| CAS DataBase Reference | 6419-36-9(CAS DataBase Reference) |
Safety Information
| Hazard Codes | Xi |
| Risk Statements | 36/37/38 |
| Safety Statements | 26-36 |
| WGK Germany | 3 |
| F | 10 |
| HazardClass | IRRITANT |
| HS Code | 29333990 |
| Storage Class | 11 - Combustible Solids |
| Hazard Classifications | Eye Irrit. 2 Skin Irrit. 2 STOT SE 3 |
| Description | 3-Pyridineacetic acid hydrochloride is a higher homologue of nicotinic acid, a breakdown product of nicotine (and other tobacco alkaloids). |
| Chemical Properties | white to beige crystalline powder |
| Uses | 3-Pyridylacetic Acid is a metabolite of Nicotine (N412420). 3-Pyridylacetic Acid is an antilipemic. |
| Uses | These Secondary Standards are qualified as Certified Reference Materials. These are suitable for use in several analytical applications including but not limited to pharma release testing, pharma method development for qualitative and quantitative analyses, food and beverage quality control testing, and other calibration requirements. |
| General Description | Risedronate Impurity D is an impurity of risedronate, which is a new generation pyridinyl bisphosphonate, effectively used in the treatment of Paget′s disease of bone. It is also used for the treatment of skeletal disorders since it inhibits osteoclast-mediated bone resorption and modulates bone metabolism. |
| Synthesis | 61494-55-1 6419-36-9 The general procedure for synthesizing pyridine-3-acetic acid hydrochloride from 2-chloropyridine-3-acetic acid is as follows:1. 50 grams of 2-chloro-3-pyridineacetic acid is prepared as 25% mass fraction of 2-chloro-3-pyridineacetic acid sodium solution.2. 47 g of 30% sodium hydroxide solution (a small amount of insoluble polymer may be generated during the reaction) is added to the above solution, stirred well and filtered.3. 20% of nickel ruanne catalyst is added to the filtrate, heated to 90-95°C, and the reaction is carried out by passing hydrogen gas at atmospheric pressure or 1MPa pressure.4. After completion of the reaction, the catalyst is removed by filtration and the filtrate is adjusted to pH 4 with hydrochloric acid.5. Activated carbon was added for decolorization and the solvent was subsequently removed to obtain a viscous liquid (containing NaCl crystals).6. 100 g of anhydrous ethanol was added to the viscous liquid, which was fully dissolved and filtered to obtain an ethanol solution of 3-pyridylacetic acid.7. Remove the ethanol in the solution (after drying to obtain a viscous liquid, can be appropriate amount of water and then dry again).8. Add 50 g of water and 35 g of hydrochloric acid and react at 50 °C to form a salt, followed by drying to remove the solvent water to obtain a viscous solid.9. Cooled to room temperature, washed with 50 g of anhydrous ethanol, filtered, rinsed with a small amount of ethanol solid, drying, to obtain 47.5 g of pyridine-3-acetic acid hydrochloride, purity 99.1%, yield 95.0%. |
| References | [1] Patent: CN106366034, 2017, A. Location in patent: Paragraph 0020; 0023; 0024; 0025; 0028; 0029 |
3-Pyridylacetic acid hydrochloride Preparation Products And Raw materials
| Raw materials | 3-PYRIDYLACETONITRILE-->3-(Chloromethyl)pyridine-->2-Chloro-3-pyridineacetic acid-->Morpholine-->3-Acetylpyridine-->1-Morpholino-2-(3-pyridinyl)ethanethione-->Hydrochloric acid-->Hydrogen-->Sodium hydroxide |
| Preparation Products | 3-Pyridineethaneamine-->(R)-Ethyl 2-(piperidin-3-yl)acetic acid hydrochloride-->Risedronic acid-->3-(2-HYDROXYETHYL)PYRIDINE-->3-Pyridylacetic acid |
