5-Carboxy-2-methylphenylboronicacid
- CAS No.
- 170230-88-3
- Chemical Name:
- 5-Carboxy-2-methylphenylboronicacid
- Synonyms
- 3-borono-4-methylbenzoic acid;Benzoic acid, 3-borono-4-methyl-;5-Carboxy-2-methylphenylboronicacid;(2-Methyl-5-Carboxyphenyl)boronic acid;REF DUPL: 5-Carboxy-2-methylphenylboronic acid
- CBNumber:
- CB51073749
- Molecular Formula:
- C8H9BO4
- Molecular Weight:
- 179.97
- MDL Number:
- MFCD08061639
- MOL File:
- 170230-88-3.mol
- MSDS File:
- SDS
SAFETY
Risk and Safety Statements
| Symbol(GHS) |  GHS07 |
|---|---|
| Signal word | Warning |
| Hazard statements | H302 |
| Precautionary statements | P264-P270-P301+P312-P330-P501 |
| HS Code | 2931900090 |
5-Carboxy-2-methylphenylboronicacid price More Price(19)
| Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
|---|---|---|---|---|---|---|---|
| TRC | C181058 | 5-Carboxy-2-methylphenylboronicAcid | 170230-88-3 | 50mg | $50 | 2021-12-16 | Buy |
| American Custom Chemicals Corporation | BOR0003767 | 2-METHYL-5-HYDROXYCABONYL-3-BORONIC ACID 98.00% | 170230-88-3 | 1G | $675.15 | 2021-12-16 | Buy |
| AK Scientific | X0568 | 5-Carboxy-2-methylphenylboronicacid | 170230-88-3 | 5g | $997 | 2021-12-16 | Buy |
| AK Scientific | X0568 | 5-Carboxy-2-methylphenylboronicacid | 170230-88-3 | 1g | $364 | 2021-12-16 | Buy |
| J&W Pharmlab | 32R0263 | 3-Borono-4-methylbenzoicacid 96% | 170230-88-3 | 500mg | $549 | 2021-12-16 | Buy |
5-Carboxy-2-methylphenylboronicacid Chemical Properties,Uses,Production
Uses
5-Carboxy-2-methylphenylboronic Acid acts as a reagent in the synthesis of pyrazolopyridinone-based p38 MAP kinase inhibitor
Synthesis
121-43-7
7697-26-9
170230-88-3
To a 500 mL three-necked round-bottomed flask equipped with two dropping funnels and an argon inlet, 3-bromo-4-methylbenzoic acid (11.00 g, 51.2 mmol) and anhydrous THF (150 mL) were added under argon protection and stirred until complete dissolution. The reaction system was cooled to -78 °C and n-butyllithium (1.6 M hexane solution, 60.7 mL, 97.0 mmol) was slowly added dropwise through a dropping funnel. After the dropwise addition, the reaction continued to be stirred at -78 °C for 1 hour. Subsequently, trimethyl borate (17.7 mL, 159.0 mmol) was slowly added through a second dropping funnel. After addition, the reaction was maintained at -78 °C for 1 h. The reaction was slowly warmed to room temperature and stirred overnight. After completion of the reaction, the solvent was removed by distillation under reduced pressure. The crude product was dissolved in ether and poured into 1N HCl aqueous solution. The aqueous phase was extracted with ether (3 x 150 mL), the organic phases were combined, washed with saturated brine, dried over anhydrous magnesium sulfate, filtered and concentrated to dryness. The crude product was purified by ISCO system (220 g silica gel column, hexane/ethyl acetate gradient elution followed by dichloromethane/methanol gradient elution). Impurities were eluted in hexane/ethyl acetate and the pure product was eluted in a methanol/dichloromethane (5:95) solvent system to afford the target product 5-carboxylic acid-2-methylphenylboronic acid (3.3 g, 33% yield). The product was characterized by 1H NMR (400 MHz, acetone-d6): δ 12.10 (br s, 1H), 8.16 (s, 1H), 7.90-7.63 (m, 1H), 7.11 (d, J=7.9 Hz, 1H), 2.42 (s, 3H).
References
[1] Angewandte Chemie - International Edition, 2010, vol. 49, # 8, p. 1492 - 1495
[2] Angewandte Chemie - International Edition, 2016, vol. 55, # 12, p. 3909 - 3913
[3] Angew. Chem., 2016, p. 3977 - 3981,5
[4] Patent: WO2014/144380, 2014, A1. Location in patent: Page/Page column 109; 110
5-Carboxy-2-methylphenylboronicacid Preparation Products And Raw materials
Raw materials
Preparation Products
| Supplier | Tel | Country | ProdList | Advantage | |
|---|---|---|---|---|---|
| Capot Chemical Co.,Ltd. | +8613336195806 | sales@capot.com | China | 29731 | 60 |
| Alchem Pharmtech,Inc. | 8485655694 | sales@alchempharmtech.com | United States | 63687 | 58 |
| Guangzhou Yuheng Pharmaceutical Technology Co., Ltd | +8613580539051 | joe@yuhengpharm.com | CHINA | 21142 | 58 |
| Zhejiang J&C Biological Technology Co.,Limited | +1-2135480471 | sales@sarms4muscle.com | China | 10473 | 58 |
| Tianjin Xinghan Biotechnology Co., Ltd | +8618698089028 | 1725517238@qq.com | China | 2479 | 58 |
| Aladdin Scientific | tp@aladdinsci.com | United States | 52924 | 58 | |
| Amadis Chemical Company Limited | 571-89925085 | sales@amadischem.com | China | 131957 | 58 |
| Capot Chemical Co., Ltd | +86 (0) 571 85 58 67 18 | sales@capotchem.com | China | 18207 | 66 |
| Shanghai ZaiQi Bio-Tech Co., Ltd. | 021-54824098, 021-37212705 021-37212706, 13391256916 | sales@chemzq.com | China | 570 | 55 |
| SynAsst Chemical. | 021-60343070 | China | 12740 | 55 |
