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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 908264Generated: October 30, 2026

1,2-Dichloroethane → N,N-dimethyl-2-{[7-oxo-3-(2,4,6-trifluorobenzoyl)-1,7-dihydro-6H-pyrrolo[2,3-c]pyridin-6-yl]methyl}imidazo[1,2-a]pyridine-7-carboxamide

https://huagongshe.com/reaction/908264

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,2-DichloroethaneHCID 11—
ReactantDimethylamineHCID 674—
Reactant1-HydroxybenzotriazoleHCID 75771—
Reactant2-{[7-oxo-3-(2,4,6-trifluorobenzoyl)-1,7-dihydro-6H-pyrrolo[2,3-c]pyridin-6-yl]methyl}imidazo[1,2-a]pyridine-7-carboxylic acidHCID 44546728—
SolventDimethylformamideHCID 6228—
SolventAcetonitrileHCID 6342—
ProductN,N-dimethyl-2-{[7-oxo-3-(2,4,6-trifluorobenzoyl)-1,7-dihydro-6H-pyrrolo[2,3-c]pyridin-6-yl]methyl}imidazo[1,2-a]pyridine-7-carboxamideHCID 4451782962.8%

Reaction Steps

To the product obtained in Example 23 (4.7 mg, 0.010 mmol) in DMF were added EDC (2.51 mg, 0.013 mmol), HOBt (2.06 mg, 0.013 mmol) and dimethylamine (3.83 μL, 0.030 mmol). After stirring at room temperature overnight, the reaction mixture was diluted with 3:2 MeCN:H2O (2 mL) and purified by reverse phase HPLC (C-18 column) to give the title compound (3.1 mg). LC/MS: m/z 494(M+H). 1H-NMR (500 MHz, d6-DMSO): δ 2.92 (s, 3H), 2.99 (s, 3H), 5.43 (s, 2H), 6.99 (d, 1H), 7.15 (d, 1H), 7.33 (t, 2H), 7.58 (d, 1H), 7.73 (s, 1H), 7.89 (d, 1H), 8.03 (s, 1H), 8.66 (d, 1H), 13.1 (d, 1H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08017605B2
Source datasetuspto-grants-2011_09
ORD IDord-f5ee1ae17eb844078573ead74c2f3296
Source noteuspto-grants-2011_09