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| | 2-(6-bromopyridin-2-yl)acetic acid Basic information |
| | 2-(6-bromopyridin-2-yl)acetic acid Chemical Properties |
| Boiling point | 347.2±27.0 °C(Predicted) | | density | 1.710±0.06 g/cm3(Predicted) | | storage temp. | under inert gas (nitrogen or Argon) at 2-8°C | | pka | 3.76±0.10(Predicted) | | Appearance | Off-white to light brown Solid | | InChI | InChI=1S/C7H6BrNO2/c8-6-3-1-2-5(9-6)4-7(10)11/h1-3H,4H2,(H,10,11) | | InChIKey | XZQWPHKCEJPCDK-UHFFFAOYSA-N | | SMILES | C1(CC(O)=O)=NC(Br)=CC=C1 |
| HazardClass | IRRITANT | | HS Code | 2933399990 |
| | 2-(6-bromopyridin-2-yl)acetic acid Usage And Synthesis |
| Uses | 6-Bromo-2-pyridineacetic Acid is used in preparation of pyrimidine derivatives as RORγ modulators. | | Synthesis | The general procedure for the synthesis of 2-bromo-6-pyridylacetic acid from ethyl (6-bromopyridin-2-yl)acetate was as follows: to a mixed solution of THF (10 mL), water (10 mL), and MeOH (20 mL) containing ethyl 2-(6-bromo-2-pyridinyl)acetate (2.00 g, 8.19 mmol) was added LiOH-H2O (1.03 g, 24.5 mmol). Subsequently, the reaction mixture was stirred at 20 °C for 2 hours. After completion of the reaction, the mixture was concentrated in vacuum. The residue was acidified with 1.0 N HCl to pH=3.0, washed with water (150 mL) and extracted with ethyl acetate (3 x 150 mL). The organic layers were combined, dried with Na2SO4, filtered and concentrated in vacuum to give 2-bromo-6-pyridineacetic acid (1.70 g, 96% yield) as a light yellow solid. The product was characterized by 1H NMR (400 MHz, DMSO-d6): δ=12.63 (br.s, 1H), 7.86-7.71 (m, 1H), 7.59 (d, J=8.0 Hz, 1H), 7.46 (d, J=7.6 Hz, 1H), 3.81 (s, 2H). | | References | [1] Patent: WO2018/106636, 2018, A1. Location in patent: Paragraph 00239 [2] Journal of Organic Chemistry, 2018, vol. 83, # 16, p. 9088 - 9095 |
| | 2-(6-bromopyridin-2-yl)acetic acid Preparation Products And Raw materials |
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