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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 80993Generated: October 25, 2026

Diisopropylethylamine → (R)-tert-butyl 2-(N-(4-chlorobenzyl)-4-(5-methyl-6,7-dihydro-5H-cyclopenta[d]pyrimidin-4-yl)piperazine-1-carboxamido)ethylcarbamate

https://huagongshe.com/reaction/80993

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
Reactant(R)-4-chloro-5-methyl-6,7-dihydro-5H-cyclopenta[d]pyrimidineHCID 59670769—
Reactanttert-butyl 2-(N-(4-chlorobenzyl)piperazine-1-carboxamido)ethylcarbamateHCID 67135341—
SolventWaterHCID 962—
SolventAcetonitrileHCID 6342—
Product(R)-tert-butyl 2-(N-(4-chlorobenzyl)-4-(5-methyl-6,7-dihydro-5H-cyclopenta[d]pyrimidin-4-yl)piperazine-1-carboxamido)ethylcarbamateHCID 6713458430.2%

Reaction Conditions

Temperature80 °C

Reaction Steps

(R)-4-Chloro-5-methyl-6,7-dihydro-5H-cyclopenta[d]pyrimidine (46 mg, 0.27 mmol, 1.1 eq.) was added to a solution of the tert-butyl 2-(N-(4-chlorobenzyl)piperazine-1-carboxamido)ethylcarbamate (100 mg, 0.25 mmol) and Hunig's base (0.1 mL, 0.75 mmol, 3 eq.) in acetonitrile (3 mL). The resulting mixture was heated to 80° C. overnight. The reaction mixture was diluted with H2O and extracted with DCM, dried and concentrated to yield (R)-tert-butyl 2-(N-(4-chlorobenzyl)-4-(5-methyl-6,7-dihydro-5H-cyclopenta[d]pyrimidin-4-yl)piperazine-1-carboxamido)ethylcarbamate (40 mg, 30%). MS (ESI) m/e (M+H+) 529.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08846683B2
Source datasetuspto-grants-2014_09
ORD IDord-f955ff63803b4e68a41305fe2f830ca5
Source noteuspto-grants-2014_09