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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 718063Generated: October 27, 2026

Potassium Carbonate → ethyl 2-((1S,4S)-5-benzhydryl-2,5-diazabicyclo[2.2.1]heptan-2-yl)pyrimidine-5-carboxylate

https://huagongshe.com/reaction/718063

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
ReactantEthyl 2-(methylsulfonyl)pyrimidine-5-carboxylateHCID 254889—
Reactant(1s,4s)-2-Benzhydryl-2,5-diazabicyclo[2.2.1]heptane2hclHCID 67006897—
Solvent1,2-DimethoxyethaneHCID 8071—
Productethyl 2-((1S,4S)-5-benzhydryl-2,5-diazabicyclo[2.2.1]heptan-2-yl)pyrimidine-5-carboxylateHCID 6700776964.3%

Reaction Conditions

Temperature50 °C

Reaction Steps

Title compound 201 (0.250 g, 0.741 mmol), ethyl 2-(methylsulfonyl)pyrimidine-5-carboxylate (0.122 g, 0.529 mmol), potassium carbonate (0.280 g, 2.645 mmol) and DME (5 mL) were combined. The reaction mixture was stirred at 50° C. for 2 hours. The mixture was cooled down and quench with water. The aqueous layer was extracted twice with ethyl acetate. The combined organic extracts were washed with brine, dried over sodium sulfate, filtered and evaporated. The crude was purified by flash chromatography eluting with 0% to 30% ethyl acetate in hexanes to afford title compound 202 (0.141 g, 64%). LRMS (ESI): (calc) 414.21. (found) 415.0 (MH)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09193749B2
Source datasetuspto-grants-2015_11
ORD IDord-06bd3d9ed7584b46ab8c3fa83ab5602e
Source noteuspto-grants-2015_11