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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1502140Generated: October 29, 2026

Benzophenone imine → HCID 125497762, compound

https://huagongshe.com/reaction/1502140

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzophenone imineHCID 136809—
ReactantBinap, (A+-)-HCID 634876—
ReactantPotassium tert-butoxideHCID 23665647—
ReactantMethyl (6-bromopyridin-2-yl)acetateHCID 71720999—
CatalystBis(dibenzylideneacetone)palladiumHCID 9811564—
SolventTolueneHCID 1140—
ProductHCID 125497762HCID 125497762—

Reaction Conditions

Temperature100 °C

Reaction Steps

To a solution of Pd2(dba)3 (4.0 mg, 0.0040 mmol), BINAP (41 mg, 0.065 mmol), and potassium tert-butoxide (490 mg, 4.35 mmol) in toluene (10 mL) was added methyl (6-bromopyridin-2-yl)acetate (1 g, 4.35 mmol) and benzophenone imine (1.1 mL, 6.52 mmol). The reaction was degassed for 15 minutes and then heated at 100° C. for 15 hours in a sealed tube. The reaction was then cooled to room temperature and concentrated in vacuo. The crude residue was taken up in ethyl acetate (200 mL), filtered over celite, and washed with water. The organic layers were dried over sodium sulfate, filtered and concentrated in vacuo. The crude material was purified via MPLC (0-100% EtOAc/Hex gradient) to afford title compound. LC/MS (M+H)+ 331.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09206199B2
Source datasetuspto-grants-2015_12
ORD IDord-d25b2d769b094f12af2b1f738b0114ff
Source noteuspto-grants-2015_12