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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 456851Generated: October 26, 2026

3-Bromobenzonitrile → 1,1-Dimethylethyl 4-[(3-cyanophenyl)amino]-1-piperidinecarboxylate

https://huagongshe.com/reaction/456851

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3-BromobenzonitrileHCID 23381—
ReactantBinap, (A+-)-HCID 634876—
Reactant4-Amino-1-Boc-piperidineHCID 1268291—
ReactantSodium t-butoxideHCID 23676156—
Catalystpalladium(II) acetateHCID 167845—
SolventTolueneHCID 1140—
Product1,1-Dimethylethyl 4-[(3-cyanophenyl)amino]-1-piperidinecarboxylateHCID 25223796—

Reaction Steps

To a dry flask containing 4-amino-piperidine-1-carboxylic acid tert-butyl ester (5.0 g; 1.2 eq) and 3-bromobenzonitrile (3.79 g; 1.0 eq) in dry toluene (80 mL) was added BINAP (390 mg; 0.03 eq), palladium acetate (94 mg; 0.02 eq) and sodium tert-butoxide (2.8 g; 1.4 eq).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07186733B2
Source datasetuspto-grants-2007_03
ORD IDord-a903a895ca3044abb38489b24767f8fb
Source noteuspto-grants-2007_03