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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2353883Generated: November 1, 2026

Methanol → HCID 59003101, compound

https://huagongshe.com/reaction/2353883

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantCesium carbonateHCID 10796—
ReactantIsopropyl 5-[acetyl-(3,5-bistrifluoromethylbenzyl)amino]-8-bromo-2,3,4,5-tetrahydrobenzo[b]azepine-1-carboxylateHCID 59003154—
Catalystpalladium(II) acetateHCID 167845—
CatalystDi-tert-butyl(2',4',6'-tris(propan-2-yl)-(1,1'-biphenyl)-2-yl)phosphaneHCID 11618717—
SolventTolueneHCID 1140—
SolventEthyl AcetateHCID 8857—
ProductHCID 59003101HCID 5900310130.5%

Reaction Steps

Combine isopropyl-5-[acetyl-(3,5-bistrifluoromethylbenzyl)amino]-8-bromo-2,3,4,5-tetrahydrobenzo[b]azepine-1-carboxylate (0.100 g, 0.168 mmol), palladium acetate (0.001 g, 0.0033 mmol), 2-di-tert-butylphosphino-2′,4′,6′-triisopropylbiphenyl (0.002 g, 0.0041 mmol), cesium carbonate (0.082 g, 0.252 mmol), and methanol (0.03 mL, 0.67 mmol) in toluene (1 mL) in a 10 mL microwave vessel and irradiate the mixture at 110° C. for 30 min (45 W). Dilute the mixture with ethyl acetate (20 mL), filter through Celite® and remove the solvent under reduced pressure. Purify the residue using chromatography on silica gel, eluting with hexanes/ethyl acetate (60:40), to provide the title compound as a white solid (0.028 g, 30%): ESI MS 547 (M+H)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07749992B2
Source datasetuspto-grants-2010_07
ORD IDord-38d6d3fa19ed4ae7bd2fee4ed63b8e70
Source noteuspto-grants-2010_07