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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1007306Generated: October 28, 2026

4-Methoxybenzylamine → HCID 69022148, compound

https://huagongshe.com/reaction/1007306

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-MethoxybenzylamineHCID 75452—
ReactantBinap, (A+-)-HCID 634876—
ReactantSodium t-butoxideHCID 23676156—
Reactant(1R,2S)-N-tert-Butoxycarbonyl-2-(2-chloro-6-methoxyquinazolin-4-yl)aminocyclohexylamineHCID 86588580—
Catalystpalladium(II) acetateHCID 167845—
SolventTolueneHCID 1140—
ProductHCID 69022148HCID 6902214874.2%

Reaction Conditions

Temperature70 °C

Reaction Steps

Under argon atmosphere, a solution of 1.75 g of (1R,2S)-N-tert-butoxycarbonyl-2-(2-chloro-6-methoxyquinazolin-4-yl)aminocyclohexylamine and 1.47 g of 4-methoxybenzylamine in 100 mL of anhydrous toluene was combined with 97 mg of palladium acetate, 268 mg of 2,2′-bis(diphenylphosphino)-1,1′-binaphthyl and 1.03 g of sodium tert-butoxide, and stirred at 70° C. for 5 hours. The reaction solvent was concentrated, and then combined with water, extracted with chloroform, and dried. After the solvent was distilled off, the residue was purified by column chromatography on silica gel (chloroform:methanol=20:1) to obtain 1.62 g of the desirable compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06794389B2
Source datasetuspto-grants-2004_09
ORD IDord-26c468b1926542d7954fb90efc715632
Source noteuspto-grants-2004_09