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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 734699Generated: October 30, 2026

1,2-Dichloroethane → HCID 178429232, compound

https://huagongshe.com/reaction/734699

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 178434299HCID 178434299—
SolventHydrochloric AcidHCID 313—
SolventDimethylformamideHCID 6228—
SolventEthyl AcetateHCID 8857—
ProductHCID 178429232HCID 17842923221%

Reaction Steps

The product of Example 1, Step 2 (50 mg, 0.178 mmol, 1.00 equiv), 5-amino-3-methylindazole (26 mg, 0.178 mmol, 1.0 equiv), and EDC (41 mg, 0.213 mmol, 1.20 equiv) were suspended in 0.5 mL DMF. Et3N (0.030 mL, 0.213 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 15 mg (21%) of the title compound as an off white solid. MS (ES+) m/e 411 [M+H]+

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07592357B2
Source datasetuspto-grants-2009_09
ORD IDord-692f3b5130a742bc96f1a01ea21a83d2
Source noteuspto-grants-2009_09