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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1640255Generated: October 30, 2026

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

https://huagongshe.com/reaction/1640255

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium HydroxideHCID 14798—
ReactantSodium BicarbonateHCID 516892—
Reactant5-FluoroindolineHCID 2774463—
Reactant6-Chloropyrimidine-4-carbonyl chlorideHCID 18422098—
SolventDichloromethaneHCID 6344—
Product(6-Chloro-pyrimidin-4-yl)-(5-fluoro-2,3-dihydro-indol-1-yl)-methanoneHCID 58117506—

Reaction Steps

0.92 g (4.9 mmol) 6-chloro-pyrimidine-4-carboxylic acid chloride in 40 mL DCM were cooled in an ice/acetone bath and mixed with 0.67 g (4.9 mmol) 5-fluoro-2,3-dihydro-1H-indole. Another 5 mL (5.0 mmol) of a 1N aqueous sodium hydroxide solution were added dropwise and the mixture was stirred for 1 h with cooling. 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 and evaporated down.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08110575B2
Source datasetuspto-grants-2012_02
ORD IDord-c4016c93957347ceac27671320317ee3
Source noteuspto-grants-2012_02