Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2113536Generated: October 25, 2026

Potassium Carbonate → (S)-2-[(5-Chloro-pyrimidin-2-ylamino)-methyl]-pyrrolidine-1-carboxylic acid tert-butyl ester

https://huagongshe.com/reaction/2113536

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
ReactantDiisopropylethylamineHCID 81531—
Reactant2,5-DichloropyrimidineHCID 590641—
Reactanttert-Butyl (2S)-2-(aminomethyl)pyrrolidine-1-carboxylateHCID 1512533—
SolventO-XyleneHCID 7237—
Product(S)-2-[(5-Chloro-pyrimidin-2-ylamino)-methyl]-pyrrolidine-1-carboxylic acid tert-butyl esterHCID 6709050148.6%

Reaction Steps

(S)-2-Aminomethyl pyrrolidine-1-carboxylic acid tert-butyl ester (3.38 g), 2,5-dichloropyrimidine (2.50 g), potassium carbonate (4.67 g) and diisopropylethylamine (8.79 ml) were heated in xylene (60 ml) at 100° C. for 3.75 h. The cooled reaction mixture was filtered and the filtrate evaporated to a gum which was chromatographed on silica gel, eluting with ethyl acetate-pentane fractions, to afford the title compound as a pale yellow solid (2.55 g). Mass Spectrum (API+): Found 213 (MH+-tBoc). C14H2135ClN4O2 requires 312.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07432270B2
Source datasetuspto-grants-2008_10
ORD IDord-f32447469b274ac2b60cd3060e655917
Source noteuspto-grants-2008_10