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| Product Name: | 2-Chloro-3-pyridineacetic acid | | Synonyms: | 2-Chloro-3-pyridineacetic acid;2-CHLORO-PYRIDINE-3-YL-ACETIC ACID;2-Chloropyridine-3-acetic acid;(2-Chloropyridin-3-yl)acetic acid 95+%;3-(Carboxymethyl)-2-chloropyridine;2-(2-chloropyridin-3-yl)acetic acid;2-(2-chloropyridin-3-yl)acetic;2-(2-chloro-3-pyridyl)acetic acid | | CAS: | 61494-55-1 | | MF: | C7H6ClNO2 | | MW: | 171.58 | | EINECS: | | | Product Categories: | pharmacetical | | Mol File: | 61494-55-1.mol |  |
| | 2-Chloro-3-pyridineacetic acid Chemical Properties |
| Melting point | 203-204 °C(Solv: benzene (71-43-2)) | | Boiling point | 336.6±27.0 °C(Predicted) | | density | 1.405±0.06 g/cm3(Predicted) | | storage temp. | under inert gas (nitrogen or Argon) at 2-8°C | | pka | 3.79±0.10(Predicted) | | Appearance | White to off-white Solid | | InChI | InChI=1S/C7H6ClNO2/c8-7-5(4-6(10)11)2-1-3-9-7/h1-3H,4H2,(H,10,11) | | InChIKey | NOASBJYTBZMVKT-UHFFFAOYSA-N | | SMILES | C1(Cl)=NC=CC=C1CC(O)=O |
| | 2-Chloro-3-pyridineacetic acid Usage And Synthesis |
| Physical Form | Solid | | Uses | 2-(2-Chloropyridin-3-yl)acetic Acid can be prepared to use as RORγ agonists for the treatment of cancer. | | Synthesis | General procedure for the synthesis of 2-chloropyridine-3-acetic acid from (2-chloropyridin-3-yl)acetonitrile: 15% w/w NaOH solution (15 mL) was added to (2-chloropyridin-3-yl)acetonitrile (0.932 g, 6.1 mmol). The reaction mixture was heated to reflux for 35 min and subsequently cooled to room temperature. The mixture was further cooled to 0 °C and acidified to pH 1 with concentrated hydrochloric acid (about 5 mL of hydrochloric acid was required). The resulting suspension was allowed to stand in an ice bath for 1 hour. The precipitate was collected by filtration and washed with cold isopropanol (3 x 15 mL) to afford 2-chloropyridine-3-acetic acid (1.05 g, 100% yield) as an off-white solid.1H NMR (400 MHz, d6-DMSO) δ 12.63 (s, 1H), 8.32 (dd, J = 4.8, 1.9 Hz, 1H), 7.86 (dd, J = 7.5, 1.9 Hz, 1H). 1.9 Hz, 1H), 7.41 (dd, J = 7.5, 4.8 Hz, 1H), 3.75 (s, 2H).LCMS Method C: Retention time 4.06 min; m/z 172 [M+H]+. | | References | [1] Patent: WO2012/110773, 2012, A1. Location in patent: Page/Page column 138; 139
[2] Patent: WO2014/27199, 2014, A1. Location in patent: Page/Page column 141
[3] Patent: WO2009/13462, 2009, A1. Location in patent: Page/Page column 26
[4] Patent: WO2009/93008, 2009, A1. Location in patent: Page/Page column 25-26
[5] Patent: WO2009/153554, 2009, A1. Location in patent: Page/Page column 36 |
| | 2-Chloro-3-pyridineacetic acid Preparation Products And Raw materials |
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