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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2267916Generated: October 29, 2026

Diisopropylethylamine → 4-(4-Methoxy-phenyl)-1H-indole-2-carboxylic acid (1-benzyl-piperidin-4-yl)-amide

https://huagongshe.com/reaction/2267916

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
Reactant1-Benzyl-4-piperidylamineHCID 415852—
ReactantO-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborateHCID 2733207—
ReactantHCID 66841346HCID 66841346—
SolventDimethylformamideHCID 6228—
Product4-(4-Methoxy-phenyl)-1H-indole-2-carboxylic acid (1-benzyl-piperidin-4-yl)-amideHCID 66841881—

Reaction Steps

128 (4.7 g, 17.6 mmol) and 1-benzyl-piperidin-4-ylamine (3.3 g, 17.6 mmol) are dissolved in DMF (70 ml) and after addition of TBTU (6.4 g, 19.4 mmol) and ethyldiisopropylamine (12 ml, 70.4 mmol) the mixture is stirred at room temperature for 2 h. Then the solvent is evaporated at high vacuum. The residue is dissolved in ethyl acetate washed with saturated aqueous sodium hydrogen carbonate and brine. The organic layers are dried over sodium sulfate and evaporated under reduced pressure. The crude mixture is crystallized from methanol.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07858781B2
Source datasetuspto-grants-2010_12
ORD IDord-64b5402edd02404598473da72d307eee
Source noteuspto-grants-2010_12