5-Bromo-1-cyclopropyl-4-fluoro-1H-indazole

high purity pharmaceutical intermediate, CAS 2490501-34-1, molecular formula C10H8BrFN2, molecular weight 255.09, is the key indazole skeleton intermediate in the research and development of oral GLP-1 receptor agonists.

1. product basic information

 2.nature

This product is a highly substituted heterocyclic compound (C10H8BrFN2,MW 255.09) with 1-cyclopropyl, 4-fluorine and 5-bromine introduced into 1H-indazole ring skeleton at the same time. Its structure has three types of convertible sites: the 5-position C- Br bond can smoothly carry out Suzuki-Miyaura coupling and Buchwald-Hartwig amination, the 4-position C- F provides metabolic stability and electronic effect regulation, and the 1-position cyclopropyl group can significantly improve the lipid solubility and conformation restriction of the molecule. Measured/predicted physical properties: white to almost white powder, purity up to 98%(HPLC)

; The predicted density is 1.835g/cm³, the predicted boiling point is about 344.8°C, and the predicted pKa is about 1.58. It is weakly alkaline, low volatile and has good thermal stability. Spectral characteristics (CDCl3):¹ H NMR δ 7.98 (s, 1H), 7.46 (dd, J = 8.8, 6.2Hz, 1H), 7.28 (d, J = 8.8Hz, 1H), 3.58 (tt, J = 7.0, 3.5Hz, 1H), 1.26-1.15 (m, 4H);MS (ESI) m/z 257.0 [M + H] KO

3. uses

5-Bromo-1-cyclopropyl-4-fluoro-1H-indazole is a core intermediate in the new generation of oral small molecule GLP-1 receptor agonist (represented by Orforglipron) route. The patented process uses 5-bromo -4-fluoro -1H-indazole as raw material to prepare this product through cyclopropyl boronic acid/Cu(OAc) cross-coupling, and then prepares tert-butyl (1-cyclopropyl -4-fluoro -1H-indazole -5-yl) carbamate through Buchwald-Hartwig amination catalyzed by BrettPhos Pd G3 and Boc protection, deprotection gives 1-cyclopropyl-4-fluoro-1H-indazol-5-amine-this fragment is the key component of the Orforglipron indazole backbone. In addition, the 5-position bromine can be used as a handle to introduce aryl/heteroaryl through Suzuki coupling, which is widely used in the study of the structure-activity relationship (SAR) of kinase inhibitors, metabolic and nervous system drugs and the optimization of emerging compounds. For research and development (R & D) use only, not for medicinal, household or other uses.

4. safety information

GHS classification: Harmful if swallowed, H315 Skin irritation, H319 Severe eye irritation, H335 May cause respiratory tract irritation, warning word “WARNING”, pictogram GHS07. Protective measures: wash hands thoroughly after P264 operation, P280 wear protective gloves/goggles/mask, P305 + P351 + P338 enter eyes and rinse with clear water for several minutes and seek medical treatment; Store in a cool and ventilated place, keep the container tightly closed (P403 + P233), and dispose of as hazardous waste according to local regulations (P501). In terms of transportation, the commodity is “Non Hazardous For Transport (transportation of non-dangerous goods)” according to the supplier’s SDS, which is subject to the requirements of the accompanying SDS and the carrier.

5. our production advantages and capacity

direct supply from source: self-produced factories, non-trade turnover, inter-batch consistency and traceability are guaranteed;

quality controllable: conventional purity ≥ 98%(HPLC, customizable 99%), COA, ¹ H NMR, HPLC/MS and SDS are provided with the goods, and the impurity spectrum is clear;

flexible supply: g-kg standing inventory, 100kg stable supply, and have the process and capacity reserves to ton scale;

customization ability: Support route optimization, impurity research, special salt type/crystal form and scale-up process development;

quick response: regular orders within 48 hours of delivery, flexible packaging specifications (g / kg/batch), global logistics and distribution.

Welcome to visit our official website https://www.shlzpharma.com/ to consult the product catalog, download COA/SDS and obtain online inquiry and technical information.