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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2374152Generated: October 30, 2026

Benzophenone imine → HCID 86760778, compound

https://huagongshe.com/reaction/2374152

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzophenone imineHCID 136809—
ReactantBinap, (A+-)-HCID 634876—
ReactantSodium t-butoxideHCID 23676156—
Reactant3-Bromo-5-methoxy-4-methylpyridineHCID 57363789—
CatalystBis(dibenzylideneacetone)palladiumHCID 9811564—
SolventTolueneHCID 1140—
ProductHCID 86760778HCID 86760778—

Reaction Conditions

Temperature150 °C

Reaction Steps

3-Bromo-5-methoxy-4-methylpridine (0.76 g) was placed in a single neck round bottom flask with NaOtBu (1.4 eq), BINAP (0.8 eq), Pd2(dba)3 (0.25 eq), and benzhydrylideneamine (1 eq) in toluene 20 ml, and refluxed at 150° C. for 4 h. The reaction was partitioned between water and EtOAc, and the EtOAc layer dried over Na2SO4. The product was purified by SGC (EtOAc/ Hexane) affording 5-methoxy-4-methyl-N-(diphenymethylene)pyridine-3-amine. MS (ESI+) for m/z 302 [M+H]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07462600B2
Source datasetuspto-grants-2008_12
ORD IDord-4d6151c4ff2f4f8497c04453ce07e5fa
Source noteuspto-grants-2008_12