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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 74604Generated: October 26, 2026

Sodium Hydroxide → (2,6-Dichloro-pyridin-4-yl)-(5-fluoro-2,3-dihydro-indol-1-yl)-methanone

https://huagongshe.com/reaction/74604

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium HydroxideHCID 14798—
ReactantSodium BicarbonateHCID 516892—
Reactant5-FluoroindolineHCID 2774463—
Reactant2,6-Dichloro-isonicotinoyl chlorideHCID 2781643—
SolventDichloromethaneHCID 6344—
Product(2,6-Dichloro-pyridin-4-yl)-(5-fluoro-2,3-dihydro-indol-1-yl)-methanoneHCID 58386613—

Reaction Steps

2.0 g (9.5 mmol) 2,6-dichloro-pyridine-4-carboxylic acid chloride in 50 mL DCM were cooled in the ice/EtOH bath and combined with 1.3 g (9.6 mmol) 5-fluoro-2,3-dihydro-1H-indole. In addition 9.6 mL (9.6 mmol) of a 1N aqueous sodium hydroxide solution were added dropwise and the mixture was stirred for 2 h while being cooled and for 1 h at RT. Then 50 mL of a saturated sodium hydrogen carbonate solution were added and the mixture was stirred for a further 10 min. The organic phase was separated off, extracted with 1N aqueous hydrochloric acid solution and with water, dried on sodium sulphate and evaporated down.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08829006B2
Source datasetuspto-grants-2014_09
ORD IDord-aac0edd0abf941448d699b3cd2271efd
Source noteuspto-grants-2014_09