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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1640268Generated: October 27, 2026

Hydrochloric Acid → 5-(6-(2-ethyl-6-fluorindoline-1-carbonyl)pyrimidin-4-ylamino)-1,3-dihydrospiro[indene-2,3'-pyrrolo[2,3-b]pyridin]-2'(1'H)-one

https://huagongshe.com/reaction/1640268

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
Reactant(6-Chloro-pyrimidin-4-yl)-(2-ethyl-6-fluoro-2,3-dihydro-indol-1-yl)-methanoneHCID 58117538—
Reactant5-amino-1,3-dihydrospiro[indene-2,3'-pyrrolo[2,3-b]pyridin]-2'(1'H)-oneHCID 59166722—
Solvent2-PentanolHCID 22386—
Product5-(6-(2-ethyl-6-fluorindoline-1-carbonyl)pyrimidin-4-ylamino)-1,3-dihydrospiro[indene-2,3'-pyrrolo[2,3-b]pyridin]-2'(1'H)-oneHCID 58117498—

Reaction Steps

63 μL (0.25 mmol) 4M aqueous hydrochloric acid were added to 516 mg (2.00 mmol) (6-chloro-pyrimidin-4-yl)-(2-ethyl-6-fluoro-2,3-dihydro-indol-1-yl)-methanone and 611 mg (2.00 mmol) 5-amino-1,3-dihydrospiro[indene-2,3′-pyrrolo[2,3-b]pyridin]-2′(1′H)-one in 10 mL of 2-pentanol. The reaction mixture was refluxed for 6 h. The reaction mixture was evaporated down using the rotary evaporator and the residue was taken up in DMF. The purification was carried out by preparative HPLC. The product fractions were combined and lyophilised.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08110575B2
Source datasetuspto-grants-2012_02
ORD IDord-17ae6e4d9fd6465eb53b5bb82b17e301
Source noteuspto-grants-2012_02