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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 734698Generated: October 29, 2026

1,2-Dichloroethane → HCID 178429226, compound

https://huagongshe.com/reaction/734698

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,2-DichloroethaneHCID 11—
ReactantTriethylamineHCID 8471—
Reactant2-Methyl-4-(2-naphthalenyl)-6-oxo-1,4,5,6-tetrahydro-3-pyridinecarboxylic acidHCID 16099865—
ReactantHCID 178507356HCID 178507356—
SolventHydrochloric AcidHCID 313—
SolventDimethylformamideHCID 6228—
SolventEthyl AcetateHCID 8857—
ProductHCID 178429226HCID 17842922624.2%

Reaction Steps

The product of Example 1, Step 2 (115 mg, 0.409 mmol, 1.00 equiv), 5-amino-3-bromoindazole (87 mg, 0.409 mmol, 1.0 equiv), and EDC (94 mg, 0.491 mmol, 1.20 equiv) were suspended in 1.0 mL DMF. Et3N (0.068 mL, 0.491 mmol, 1.2 equiv) was added and the solution was stirred at room temperature for 18 hrs. The reaction mixture was diluted with EtOAc and 1N HCl. The phases were separated, and the organic phase was washed twice with 1N HCl, once with satd. NaHCO3, and once with satd. NaCl. The organic phase was dried over Na2SO4, filtered, and concentrated en vacuo. The residue was purified by flash chromatography (20-100% EtOAc in Hexanes) to provide 47 mg (24%) of the title compound as an off white solid. MS (ES+) m/e 476 [M+H]+

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07592357B2
Source datasetuspto-grants-2009_09
ORD IDord-6988ec7d682b4082b876d1220e23e927
Source noteuspto-grants-2009_09