1-Methylpyrazole-4-boronic acid pinacol ester(CAS#761446-44-0)
| Risk Codes | R22 - Harmful if swallowed R36/37/38 - Irritating to eyes, respiratory system and skin. |
| Safety Description | S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. S36 - Wear suitable protective clothing. S37/39 - Wear suitable gloves and eye/face protection |
| WGK Germany | 3 |
| TSCA | No |
| HS Code | 29349990 |
| Hazard Note | Irritant/Flammable |
| Hazard Class | IRRITANT |
Introduction
1-Methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxabylborane-2-yl)-1H-pyrazole is an organic compound. Here are some of the compound's properties, uses, manufacturing methods, and safety information. Properties:- Appearance: Yellow liquid or solid. - Solubility: It can be dissolved in many organic solvents, such as alcohols, ethers, ketones, etc. - Stability: Relatively stable at room temperature. Uses: -1-Methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxabyl-2-yl)-1H-pyrazole is commonly used as a catalyst or reaction intermediate in organic synthesis. Preparation method:- A common preparation method is to react 1-methyl-1H-pyrazole and 4,4,5,5-tetramethyl-1,3,2-dioxabylborane under certain conditions to obtain the target product. Safety Information: - No specific toxicity data have been reported for -1-Methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxababane-2-yl)-1H-pyrazole. As an organic compound, it is necessary to follow routine laboratory safety protocols when using them, such as wearing appropriate personal protective equipment, avoiding contact with skin and eyes, and avoiding inhalation or accidental ingestion. - Pay attention to environmental protection requirements in the process of use or disposal, and manage and dispose of it in accordance with relevant laws and regulations.
Application
1-Methylpyrazole-4-boronic acid pinacol ester (CAS 761446-44-0) is a versatile organoboron reagent widely used in medicinal chemistry and pharmaceutical development. As a stable alternative to the corresponding boronic acid, this pyrazole boronic ester is the reagent of choice for Suzuki-Miyaura cross-coupling reactions, enabling efficient C–C bond formation with aryl, heteroaryl, and alkenyl halides. This pyrazole building block is a key intermediate in the synthesis of selective and orally bioavailable LRRK2 inhibitors for Parkinson’s disease research, as well as γ‑secretase modulators, JAK2 inhibitors for myeloproliferative disorders, and c‑Met kinase inhibitors for cancer therapy. The pinacol ester group provides enhanced stability and shelf life compared to the free boronic acid, facilitating convenient handling during complex multi‑step syntheses. It also serves as a valuable heteroaryl coupling partner in the preparation of pyridine derivatives as TGF‑β1 signaling inhibitors. Beyond drug discovery, this compound is utilized in agrochemical development and materials science. Xinchem offers custom synthesis, custom chemical synthesis, and contract manufacturing of this high-purity heterocyclic boronic ester, ensuring reliable global supply from R&D to commercial tons. Contact us for a competitive quote.
