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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 712293Generated: October 26, 2026

Hexane → Methyl 1-(5-bromopyrimidin-2-yl)-4-((tert-butoxycarbonyl)amino)piperidine-4-carboxylate

https://huagongshe.com/reaction/712293

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHexaneHCID 8058—
Reactant5-Bromo-2-chloropyrimidineHCID 606665—
ReactantMethyl 4-(((1,1-dimethylethoxy)carbonyl)amino)-4-piperidinecarboxylateHCID 14537079—
SolventEthanolHCID 702—
ProductMethyl 1-(5-bromopyrimidin-2-yl)-4-((tert-butoxycarbonyl)amino)piperidine-4-carboxylateHCID 6697720552%

Reaction Conditions

Temperature70 °C

Reaction Steps

To a solution of methyl 4-((tert-butoxycarbonyl)amino)piperidine-4-carboxylate (0.11 g, 0.42 mmol) in EtOH (5 mL) was added 5-bromo-2-chloropyrimidine (0.09 g, 0.46 mmol) at rt and the reaction mixture heated up to 70° C. for 1 h. After completion (by TLC), solvent was evaporated and the crude residue purified over 100-200 M silica-gel using 20% EtOAc:hexane to obtain the desired product as a yellow solid (0.09 g, 52% yield). MS: 415.17 [M+H]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09181234B2
Source datasetuspto-grants-2015_11
ORD IDord-925083bb64b14929b652425e009fa106
Source noteuspto-grants-2015_11