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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2423102Generated: November 1, 2026

Water → HCID 135910362, compound

https://huagongshe.com/reaction/2423102

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantBoron tribromideHCID 25134—
ReactantSodium BicarbonateHCID 516892—
ReactantHCID 136085248HCID 136085248—
SolventDichloromethaneHCID 6344—
ProductHCID 135910362HCID 13591036277.1%

Reaction Conditions

Temperature-78 °C

Reaction Steps

To a suspension of 6-chloro-1-{3-fluoro-4-[(phenylmethyl)oxy]phenyl}-1H-indazol-4-ol (D11) (60 mg, 0.163 mmol) in dry DCM (2 mL) cooled to −78° C. was added BBr3 (1M in DCM, 0.326 mL, 0.326 mmol) dropwise. The resulting mixture was stirred at this temperature for 1 hour, then it was warmed to room temperature, treated with water and the pH adjusted to 7 by addition of saturated NaHCO3. The solution was extracted with EtOAc (2×) and the combined organics were dried over MgSO4. The crude material (49 mg) was then purified by flash chromatography with a gradient of 5-100% EtOAc in hexane to give a the title compound (E8) as a colourless solid (35 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07960563B2
Source datasetuspto-grants-2011_06
ORD IDord-2e041e48bb7f4c2ba4b5bbbe97545663
Source noteuspto-grants-2011_06