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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1502143Generated: October 31, 2026

Benzophenone imine → HCID 131734295, compound

https://huagongshe.com/reaction/1502143

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzophenone imineHCID 136809—
ReactantBinap, (A+-)-HCID 634876—
ReactantPotassium tert-butoxideHCID 23665647—
Reactant1,1-Dimethylethyl 2-bromo-4-pyridineacetateHCID 77231513—
CatalystBis(dibenzylideneacetone)palladiumHCID 9811564—
SolventTolueneHCID 1140—
ProductHCID 131734295HCID 131734295—

Reaction Conditions

Temperature100 °C

Reaction Steps

To a solution of Pd2(dba)3 (1.9 mg, 0.0001 mmol), BINAP (5 mg, 0.008 mmol), and potassium tert-butoxide (62 mg, 0.55 mmol) in toluene (3 mL) was added tert-butyl (2-bromopyridin-4-yl)acetate (150 mg, 0.55 mmol) and benzophenone imine (140 μL, 0.83 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 ambient temperature and concentrated in vacuo. The crude residue was dissolved 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)+373.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09206199B2
Source datasetuspto-grants-2015_12
ORD IDord-903a7309130143afbad227f5c2d77b2c
Source noteuspto-grants-2015_12