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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 448564Generated: October 25, 2026

Potassium Carbonate → 4-[6-(5-Methanesulfonyl-2,3-dihydro-indol-1-yl)-pyrimidin-4-ylamino]-piperidine-1-carboxylic acid tert-butyl ester

https://huagongshe.com/reaction/448564

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
ReactantDimethylacetamideHCID 31374—
Reactant4-Amino-1-Boc-piperidineHCID 1268291—
Reactant1-(6-Chloropyrimidin-4-yl)-5-(methylsulfonyl)indolineHCID 59566526—
SolventSodium chloride; waterHCID 57417360—
Product4-[6-(5-Methanesulfonyl-2,3-dihydro-indol-1-yl)-pyrimidin-4-ylamino]-piperidine-1-carboxylic acid tert-butyl esterHCID 58074125—

Reaction Conditions

Temperature80 °C

Reaction Steps

A mixture of 6a (0.4 g, 1.29 mmol), 4-amino-piperidine-1-carboxylic acid tert-butyl ester (0.4 g, 1.5 eq), DMA (5 mL) and potassium carbonate (0.4 g, 2.2 eq) was heated at 80° C. for 42 h. After allowing the reaction mixture to cool down to room temperature, 100 mL of brine was added and the mixture was extracted with ethyl acetate twice (100 mL and 30 mL). The combined extracts were washed with brine (2×50 mL), dried over magnesium sulfate and filtered. The solvent was removed under vacuum to give a solution of 6b in DMA.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08481731B2
Source datasetuspto-grants-2013_07
ORD IDord-4a1b421ad8224d65bd9a3b41614f8ef6
Source noteuspto-grants-2013_07