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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1640232Generated: October 30, 2026

Indoline → (6-Chloropyrimidin-4-yl)-(2,3-dihydroindol-1-yl)-methanone

https://huagongshe.com/reaction/1640232

Reaction equation

Participants

RoleNameHCIDCharge
ReactantIndolineHCID 10328—
ReactantSodium HydroxideHCID 14798—
ReactantSodium BicarbonateHCID 516892—
Reactant6-Chloropyrimidine-4-carbonyl chlorideHCID 18422098—
SolventDichloromethaneHCID 6344—
Product(6-Chloropyrimidin-4-yl)-(2,3-dihydroindol-1-yl)-methanoneHCID 58117518—

Reaction Steps

0.50 g (2.83 mmol) 6-chloropyrimidine-4-carboxylic acid chloride in 20 mL dichloromethane were cooled with an ice/ethanol bath and combined with 0.30 mL (2.68 mmol) 2,3-dihydro-1H-indole. 2.7 mL (2.7 mmol) of a 1M sodium hydroxide solution were added dropwise. The reaction mixture was stirred for 2 h with cooling and for 1 h at RT. Then 50 mL of an aqueous saturated sodium hydrogen carbonate solution were added. After 10 min stirring the organic phases was separated off and washed with water and 1 M hydrochloric acid. The organic phases was dried on magnesium sulphate, filtered and evaporated down i.vac.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08110575B2
Source datasetuspto-grants-2012_02
ORD IDord-7d576f66458542559c2521d0d6394212
Source noteuspto-grants-2012_02