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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1443152Generated: November 1, 2026

Boron tribromide → HCID 11475767, compound

https://huagongshe.com/reaction/1443152

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBoron tribromideHCID 25134—
ReactantSodium BicarbonateHCID 516892—
ReactantHCID 68680359HCID 68680359—
SolventDichloromethaneHCID 6344—
ProductHCID 11475767HCID 1147576714.7%

Reaction Steps

109.8 mg (0.250 mmol) of (rac.) 4-{[5-fluoro-2-hydroxy-6-methoxy-4,4-dimethyl-2-(trifluoromethyl)-1,2,3,4-tetrahydronaphthalen-1-yl]amino}-2,3-dihydroisoindol-1-one is mixed with 3.4 ml of a 1 M solution of BBr3 in dichloromethane and stirred for four hours at room temperature. The batch is mixed at 0° C. with saturated sodium bicarbonate solution and extracted twice with ethyl cetate. The combined organic extracts are dried on sodium sulfate. After the desiccant is filtered off, and after the solvent is spun off, the residue is chromatographed on a Flashmaster. 15.6 mg (14.7%) of the final product is isolated.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07659297B2
Source datasetuspto-grants-2010_02
ORD IDord-f46127722b38421891db15dc0de14e11
Source noteuspto-grants-2010_02