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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1869335Generated: October 31, 2026

Boron tribromide → HCID 11475767, compound

https://huagongshe.com/reaction/1869335

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 acetate. 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 numberUS07638515B2
Source datasetuspto-grants-2009_12
ORD IDord-659b5388aa4f4bb9b8e313aa2a395dc1
Source noteuspto-grants-2009_12