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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 729506Generated: October 25, 2026

Potassium Carbonate → 5-[7-(2-Chloro-pyridin-4-yl)-imidazo[1,2-c]pyrimidin-5-yl]-(1S,4S)-2,5-diaza-bicyclo[2.2.1]heptane-2-carboxylic acid tert-butyl ester

https://huagongshe.com/reaction/729506

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
ReactantDiisopropylethylamineHCID 81531—
Reactant(S)-N-Boc-2,5-Diaza-bicyclo[2.2.1]heptaneHCID 45073266—
Reactant5-chloro-7-(2-chloro-4-pyridinyl)-Imidazo[1,2-c]pyrimidineHCID 57832671—
SolventN-methyl-2-pyrrolidoneHCID 13387—
Product5-[7-(2-Chloro-pyridin-4-yl)-imidazo[1,2-c]pyrimidin-5-yl]-(1S,4S)-2,5-diaza-bicyclo[2.2.1]heptane-2-carboxylic acid tert-butyl esterHCID 86600291—

Reaction Steps

To a 100 mL RBF was added 5-chloro-7-(2-chloro-pyridin-4-yl)-imidazo[1,2-c]pyrimidine (2.0 g, 7.6 mmol), 20 mL NMP, (S)—N-Boc-2,5-Diaza-bicyclo[2.2.1]heptane (1.6 g, 8.3 mmol), K2CO3 (1.05 g, 7.6 mmol) and DIEA (1.3 mL, 7.6 mmol). The mixture was stirred at rt under nitrogen for 15 h, and all starting material was converted. The reaction mixture was added to a 100 mL ice water slowly, and a white solid was precipitated out. The precipitate was filtrated and washed with 50 mL water, and further purified by flash chromatograph. The title compound was obtained. MS (ES+):427 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07582631B2
Source datasetuspto-grants-2009_09
ORD IDord-6bb04963d6be4be482797bb5e56a7413
Source noteuspto-grants-2009_09