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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1640233Generated: October 26, 2026

Sodium Hydroxide → (5-Chloro-2,3-dihydroindol-1-yl)-(6-chloropyrimidin-4-yl)-methanone

https://huagongshe.com/reaction/1640233

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium HydroxideHCID 14798—
Reactant5-ChloroindolineHCID 117596—
ReactantSodium BicarbonateHCID 516892—
Reactant6-Chloropyrimidine-4-carbonyl chlorideHCID 18422098—
SolventDichloromethaneHCID 6344—
Product(5-Chloro-2,3-dihydroindol-1-yl)-(6-chloropyrimidin-4-yl)-methanoneHCID 58117515—

Reaction Steps

1.5 g (8.48 mmol) 6-chloropyrimidine-4-carboxylic acid chloride in 50 mL dichloromethane were cooled with an ice/ethanol bath and combined with 1.2 g (7.81 mmol) 5-chloro-2,3-dihydro-1H-indole. 7.9 mL (7.9 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. The man 50 mL of an aqueous saturated sodium hydrogen carbonate solution were added. After 10 min stirring the organic phase 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-9609d5247b264aa78617f25df36161f9
Source noteuspto-grants-2012_02