5-Bromo-2-pyridinecarboxylic Acid CAS 30766-11-1
5-Bromo-2-pyridinecarboxylic Acid Basic information
| Product Name: | 5-Bromo-2-pyridinecarboxylic Acid |
| Synonyms: | METHYL 5-BROMOPICOLINATE;METHYL 5-BROMO-2-PYRIDINECARBOXYLATE;5-BROMOPYRIDINE-2-CARBOXYLIC ACID METHYL ESTER;5-bromo-2-pyridine carboxlic acid;5-bromo-2-pyridinecarboxlic acid;5-Bromopyridine-2-carboxylic acid;5-bromoisonicotinic acid;5-Bromopyridine-2-carboxylic acid ,98% |
| CAS: | 30766-11-1 |
| MF: | C6H4BrNO2 |
| MW: | 202.01 |
| EINECS: | 640-263-4 |
| Product Categories: | Carboxylic Acids;Carboxy;Pyridine Series;Organohalides;Bromopyridines;Halopyridines;blocks;Bromides;Carboxes;Pyridines;Pyridine;Pyridines, Pyrimidines, Purines and Pteredines;pharmacetical;Carboxylic Acids;bc0001 |
| Mol File: | 30766-11-1.mol |
5-Bromo-2-pyridinecarboxylic Acid Chemical Properties
| Melting point | 173-175°C |
| Boiling point | 319.5±27.0 °C(Predicted) |
| density | 1.813±0.06 g/cm3(Predicted) |
| storage temp. | Keep in dark place,Sealed in dry,Room Temperature |
| solubility | Soluble in methanol. |
| form | Powder |
| pka | 3.41±0.10(Predicted) |
| color | White to off-white |
| InChI | InChI=1S/C6H4BrNO2/c7-4-1-2-5(6(9)10)8-3-4/h1-3H,(H,9,10) |
| InChIKey | MNNQIBXLAHVDDL-UHFFFAOYSA-N |
| SMILES | C1(C(O)=O)=NC=C(Br)C=C1 |
| CAS DataBase Reference | 30766-11-1(CAS DataBase Reference) |
Safety Information
| Hazard Codes | Xi |
| Risk Statements | 36/37/38 |
| Safety Statements | 24/25-36-26-37/39 |
| HazardClass | IRRITANT |
| HS Code | 29333990 |
| Uses | 5-Bromopyridine-2-carboxylic acid is used as a pharmaceutical intermediate. Store in cool, dry place in a well sealed container. Store away from oxidizing agents. |
| Chemical Properties | white Cryst |
| Uses | 5-Bromopyridine-2-carboxylic acid is used as a pharmaceutical intermediate. |
| Synthesis | 3430-13-5 30766-11-1 4.1.7 Synthesis of 5-bromopyridine-2-carboxylic acid (11): In a 250 mL three-necked flask assembled with a stirrer, thermometer, and condenser tube, add 150 mL of water and 5-bromo-2-methylpyridine (10) (6.0 g, 35 mmol). After turning on the stirring and heating to 80 °C, potassium permanganate (KMnO4) (24.8 g, 157 mmol) was added in three batches at 1 h intervals. The reaction temperature was maintained at 80 °C and stirring was continued for 3-4 hours. Upon completion of the reaction, filtration was carried out to obtain a clarified filtrate. The pH of the filtrate was adjusted to 4-5 with concentrated hydrochloric acid, at which point a white solid precipitated. The filtrate was filtered to collect a small amount of product (11). The filtrate was concentrated under vacuum and an appropriate amount of ethanol was added to the residue to dissolve compound (11), at which time a large amount of white solid precipitated, the filtrate was again withdrawn and the solid discarded. Finally, the filtrate was concentrated under vacuum to give a light yellow solid product (11) (3.0 g, 39% yield). |
| References | [1] Bioorganic and Medicinal Chemistry, 2015, vol. 23, # 13, p. 3228 - 3236 [2] Journal fuer Praktische Chemie (Leipzig), 1932, vol. <2> 133, p. 36,49 [3] Heterocycles, 1981, vol. 15, # 1, p. 213 - 223 [4] Synthesis, 2003, # 4, p. 551 - 554 [5] Patent: US2005/113374, 2005, A1. Location in patent: Page/Page column 8 |
5-Bromo-2-pyridinecarboxylic Acid Preparation Products And Raw materials
| Raw materials | N,N-Dimethylformamide-->n-Butyllithium-->Hexane-->Ethyl chloroformate-->Copper(I) Cyanide-->2,5-Dibromopyridine-->5-Nitropyridine-2-carboxylic acid-->5-Aminopyridine-2-carboxylic Acid-->5-BROMOPYRIDINE-2-CARBOXYLIC ACID METHYL ESTER-->5-Bromopyridine-2-carbaldehyde-->5-bromo-2-pyridinecarboxylic acid ethyl ester-->TERT-BUTYL 5-BROMOPYRIDINE-2-CARBOXYLATE 98 |
| Preparation Products | Methyl 5-ethynylpyridine-2-carboxylate |
