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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 448568Generated: October 27, 2026

Potassium Carbonate → (1-Benzyl-piperidin-4-yl)-[6-(5-methanesulfonyl-2,3-dihydro-indol-1-yl)-pyrimidin-4-yl]-methyl-amine

https://huagongshe.com/reaction/448568

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactant1-benzyl-N-methylpiperidin-4-amineHCID 4136128—
Reactant1-(6-Chloropyrimidin-4-yl)-5-(methylsulfonyl)indolineHCID 59566526—
SolventDichloromethaneHCID 6344—
SolventDimethylacetamideHCID 31374—
SolventSodium chloride; waterHCID 57417360—
Product(1-Benzyl-piperidin-4-yl)-[6-(5-methanesulfonyl-2,3-dihydro-indol-1-yl)-pyrimidin-4-yl]-methyl-amineHCID 86761923—

Reaction Conditions

Temperature90 °C

Reaction Steps

A mixture of 7b (0.14 g, 2.1 eq), 6a (0.1 g, 0.3 mmol) and potassium carbonate (0.1 g, 2.2 eq) in 1 mL of DMA was heated up to 90° C. for 48 h then cooled down to room temperature and diluted with DCM (2 mL) and brine (2 mL). The layers were separated and the aqueous extracted with DCM (2×2 mL). The combined extracts were washed with brine (2×50 mL), dried over magnesium sulfate, filtered and evaporated. The residue was diluted with acetonitrile and purified on preparative HPLC to afford 7c.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08481731B2
Source datasetuspto-grants-2013_07
ORD IDord-94807e5ba900447ca162d4865b48c8e6
Source noteuspto-grants-2013_07