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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2366304Generated: November 3, 2026

Benzophenone imine → HCID 66801618, compound

https://huagongshe.com/reaction/2366304

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzophenone imineHCID 136809—
ReactantBinap, (A+-)-HCID 634876—
ReactantSodium t-butoxideHCID 23676156—
Reactant4-Bromo-2-(2,6-dichlorophenyl)thiazolo[5,4-c]pyridineHCID 86280412—
CatalystBis(dibenzylideneacetone)palladiumHCID 9811564—
SolventTolueneHCID 1140—
ProductHCID 66801618HCID 6680161838.7%

Reaction Steps

To a microwave tube was added 4-bromo-2-(2,6-dichlorophenyl)thiazolo[5,4-c]pyridine (1.00 g, 2.80 mmol), diphenylmethanimine (607 mg., 3.40 mmol), Pd2(dba)3 (128 mg, 0.140 mmol), BINAP (174 mg, 0.280 mmol), sodium tert-butoxide (403 mg, 4.20 mmol), and toluene (15.0 mL). The mixture was degassed with nitrogen for 10 min. The resulting mixture was irradiated in a microwave reactor at 130° C. for 1 hour and then cooled to room temperature. The mixture was filtered through Celite and the filtrate was concentrated. The residue was purified by column chromatography eluting with ethyl acetate/petroleum ether (1:10 to 1:2) to give the desired product as a solid (320 mg, 38.7% yield). LCMS (ESI) m/z: 296 [M+H+].

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08697708B2
Source datasetuspto-grants-2014_04
ORD IDord-aff6222aaaf24af4b658131729accfba
Source noteuspto-grants-2014_04