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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 74507Generated: October 26, 2026

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

https://huagongshe.com/reaction/74507

Reaction equation

Participants

RoleNameHCIDCharge
ReactantIndolineHCID 10328—
ReactantDiisopropylethylamineHCID 81531—
Reactant2-Chloroisonicotinic acidHCID 236985—
ReactantO-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborateHCID 2733207—
SolventTetrahydrofuranHCID 8028—
SolventEthyl AcetateHCID 8857—
Product(2-Chloropyridin-4-yl)-(2,3-dihydroindol-1-yl)-methanoneHCID 28376039—

Reaction Steps

400 μL (3.53 mmol) 2,3-dihydro-1H-indole were added to 500 mg (3.17 mmol) 2-chloroisonicotinic acid, 600 μL (3.49 mmol) DIPEA and 1.10 g (3.43 mmol) TBTU in 20 mL THF. The reaction mixture was stirred overnight, diluted with ethyl acetate and washed with 15% potassium carbonate solution (1×), water (1×) and 1M hydrochloric acid (1×). The organic phase was dried on magnesium sulphate, filtered and evaporated down i. vac. The residue was triturated with diisopropylether and suction filtered. The solid was dried at 40° C. in the circulating air dryer.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08829006B2
Source datasetuspto-grants-2014_09
ORD IDord-f7906a4de1474d21a55b05796cf0e145
Source noteuspto-grants-2014_09