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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1478074Generated: October 29, 2026

Triethylamine → tert-butyl 5-((2-chloro-5-methylpyrimidin-4-yl)amino)hexahydrocyclopenta[c]pyrrole-2(1H)-carboxylate

https://huagongshe.com/reaction/1478074

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantPyrimidine, 2,4-dichloro-5-methyl-HCID 74508—
ReactantTert-butyl 5-amino-octahydrocyclopenta[c]pyrrole-2-carboxylateHCID 59011518—
SolventEthanolHCID 702—
Producttert-butyl 5-((2-chloro-5-methylpyrimidin-4-yl)amino)hexahydrocyclopenta[c]pyrrole-2(1H)-carboxylateHCID 11839012455.9%

Reaction Conditions

Temperature50 °C

Reaction Steps

To a solution of 2,4-dichloro-5-methyl-pyrimidine (2.00 g, 12.3 mmol) and tert-butyl 5-aminohexahydrocyclopenta[c]pyrrole-2(1H)-carboxylate (4.64 g, 20.5 mmol) in EtOH (25 mL) was added Et3N (2.62 g, 25.9 mmol). The reaction mixture was stirred at 50° C. overnight and concentrated in vacuo. The residue was purified by silica gel column chromatography (EtOAc/PE (v/v)=1/2) to give the title compound as yellow oil (2.42 g, 55.9%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09403801B2
Source datasetuspto-grants-2016_08
ORD IDord-3b533fab24994636bac75692e00f6000
Source noteuspto-grants-2016_08