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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 74585Generated: October 25, 2026

O-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate → N-[6-chloro-4-(5-fluoro-2,3-dihydro-indole-1-carbonyl)-pyridin-2-yl]-methanesulphonamide

https://huagongshe.com/reaction/74585

Reaction equation

Participants

RoleNameHCIDCharge
ReactantO-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborateHCID 2733207—
Reactant5-FluoroindolineHCID 2774463—
Reactant2-Chloro-6-methanesulphonylamino-isonicotinic acidHCID 86656498—
SolventDimethylformamideHCID 6228—
ProductN-[6-chloro-4-(5-fluoro-2,3-dihydro-indole-1-carbonyl)-pyridin-2-yl]-methanesulphonamideHCID 58386691—

Reaction Steps

0.28 g (1.1 mmol) 2-chloro-6-methanesulphonylamino-isonicotinic acid, 0.16 g (1.1 mmol) 5-fluoro-2,3-dihydro-1H-indole, 0.31 mL (2.2 mmol) TEA in 4.0 mL DMF were mixed with 0.39 g (1.2 mmol) TBTU and stirred for 2 h at RT. The reaction mixture was purified by HPLC. The product fractions were combined and evaporated down.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08829006B2
Source datasetuspto-grants-2014_09
ORD IDord-e79c9f683b0c4d6392fa55d1e6acb89d
Source noteuspto-grants-2014_09