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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 505083Generated: October 29, 2026

1,2-Dichloroethane → (4-benzyl-4-hydroxy-piperidin-1-yl)-(2-methyl-1H-indol-3-yl)-methanone

https://huagongshe.com/reaction/505083

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,2-DichloroethaneHCID 11—
ReactantTriethylamineHCID 8471—
Reactant1-HydroxybenzotriazoleHCID 75771—
Reactant4-Benzyl-4-piperidinolHCID 98152—
Reactant2-Methyl-1H-indole-3-carboxylic acidHCID 3159671—
SolventDichloromethaneHCID 6344—
Product(4-benzyl-4-hydroxy-piperidin-1-yl)-(2-methyl-1H-indol-3-yl)-methanoneHCID 6674464875.5%

Reaction Steps

To a stirred solution of 0.1 g (0.57 mmol) 2-methyl-1H-indole-3-carboxylic acid in 10 ml CH2Cl2 were added 0.14 g (0.73 mmol) EDC, 0.10 g (0.73 mmol) HOBt, 90 μl (0.63 mmol) Et3N and 0.11 g (0.57 mmol) 4-benzyl-piperidin-4-ol. The mixture was stirred overnight at RT and then poured onto water and extracted with CH2Cl2. The combined organic phases were dried over Na2SO4 and concentrated in vacuo. Flash chromatography (ethyl acetate) afforded 0.15 g (75%) of (4-benzyl-4-hydroxy-piperidin-1-yl)-(2-methyl-1H-indol-3-yl)-methanone as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07781436B2
Source datasetuspto-grants-2010_08
ORD IDord-e7e7ad9f0321405daf5b9b9351055ffb
Source noteuspto-grants-2010_08