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| | Tert-butyl 3-bromo-6-chloropicolinate Basic information |
| Product Name: | Tert-butyl 3-bromo-6-chloropicolinate | | Synonyms: | Tert-butyl 3-bromo-6-chloropicolinate;2-Pyridinecarboxylic acid, 3-broMo-6-chloro-, 1,1-diMethylethyl ester;tert-butyl 3-bromo-6-chloropyridine-2-carboxylate;3-Bromo-6-chloro-pyridine-2-carboxylic acid tert-butyl ester;1,?1-?Dimethylethyl Ester 3-?Bromo-?6-?chloro-?2-?Pyridinecarboxylic Acid;3-Bromo-6-chloropyridine Tert-Butyl formate;3-Bromo-6-Chloropyridinecarboxylic acid tert butyl ester;3-Bromo-6-chloro-2-Boc-pyridine | | CAS: | 1235036-15-3 | | MF: | C10H11BrClNO2 | | MW: | 292.56 | | EINECS: | | | Product Categories: | | | Mol File: | 1235036-15-3.mol |  |
| | Tert-butyl 3-bromo-6-chloropicolinate Chemical Properties |
| Boiling point | 334.3±37.0 °C(Predicted) | | density | 1.475±0.06 g/cm3(Predicted) | | storage temp. | under inert gas (nitrogen or Argon) at 2-8°C | | pka | -3.48±0.10(Predicted) | | Appearance | White to off-white Solid | | InChI | InChI=1S/C10H11BrClNO2/c1-10(2,3)15-9(14)8-6(11)4-5-7(12)13-8/h4-5H,1-3H3 | | InChIKey | JKGXLKXQUDHRLL-UHFFFAOYSA-N | | SMILES | C1(C(OC(C)(C)C)=O)=NC(Cl)=CC=C1Br |
| | Tert-butyl 3-bromo-6-chloropicolinate Usage And Synthesis |
| Uses | 1,1-Dimethylethyl Ester 3-Bromo-6-chloro-2-Pyridinecarboxylic Acid was used to study expeditious synthesis of isoquinolones and isocoumarins. | | Synthesis | GENERAL STEPS: Toluenesulfonyl chloride (7.7 g, 40.4 mmol) was slowly added to a solution of tert-butanol (33 mL) containing 3-bromo-6-chloro-2-pyridinecarboxylic acid (4 g, 17 mmol) and pyridine (9.2 mL, 114 mmol) at 0 °C. The reaction mixture was then stirred continuously at room temperature for 12 hours. Upon completion of the reaction, saturated sodium bicarbonate solution was added and extracted with ethyl acetate (3 times). The organic phases were combined, washed with saturated brine and dried over anhydrous sodium sulfate. The organic phase was concentrated under reduced pressure to afford the target product tert-butyl 3-bromo-6-chloropyridine-2-carboxylate (121A) in quantitative yield. The resulting product can be used in subsequent reactions without further purification. Product characterization data: 1H NMR (300 MHz, CDCl3) δ 7.85 (d, 1H), 7.26 (d, 1H), 1.63 (s, 9H). | | References | [1] Patent: WO2010/80503, 2010, A1. Location in patent: Page/Page column 232-233
[2] Patent: WO2010/80503, 2010, A1. Location in patent: Page/Page column 199
[3] Patent: US2013/96120, 2013, A1. Location in patent: Paragraph 0878
[4] Patent: US2013/96121, 2013, A1. Location in patent: Paragraph 1224
[5] Patent: WO2014/28381, 2014, A1. Location in patent: Page/Page column 112 |
| | Tert-butyl 3-bromo-6-chloropicolinate Preparation Products And Raw materials |
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