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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2113533Generated: October 30, 2026

Potassium Carbonate → (S)2-[(5-Bromo-pyrimidin-2-ylamino)-methyl]-pyrrolidin-1-carboxylic acid tert butyl carbonate

https://huagongshe.com/reaction/2113533

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
ReactantDiisopropylethylamineHCID 81531—
Reactant5-Bromo-2-chloropyrimidineHCID 606665—
Reactanttert-Butyl (2S)-2-(aminomethyl)pyrrolidine-1-carboxylateHCID 1512533—
SolventO-XyleneHCID 7237—
Product(S)2-[(5-Bromo-pyrimidin-2-ylamino)-methyl]-pyrrolidin-1-carboxylic acid tert butyl carbonateHCID 8659368185%

Reaction Steps

(S)-2-Aminomethyl-pyrrolidine-1-carboxylic acid tert butyl ester (2 g), 5-bromo-2-chloropyrimidine (1.93 g) were combined in xylene (40 ml) containing potassium carbonate (2.76 g) and diisopropylethylamine (5.23 ml) and warmed to reflux for 20 h. The mixture was cooled to room temperature, filtered and solvent removed at reduced pressure. The residue was column chromatographed (silica gel, pentane-25% ethyl acetate/pentane). The appropriate fractions were collected, solvent removed at reduced pressure to give the title compound (1.78 g) as a colourless gum

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07432270B2
Source datasetuspto-grants-2008_10
ORD IDord-d56ec55fba0047aab3228ef773e54ede
Source noteuspto-grants-2008_10