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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 734716Generated: October 30, 2026

1,2-Dichloroethane → HCID 11281849, compound

https://huagongshe.com/reaction/734716

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,2-DichloroethaneHCID 11—
ReactantTriethylamineHCID 8471—
Reactant6-fluoro-1H-indazol-5-amineHCID 45090504—
ReactantHCID 68827056HCID 68827056—
SolventHydrochloric AcidHCID 313—
SolventDimethylformamideHCID 6228—
SolventEthyl AcetateHCID 8857—
ProductHCID 11281849HCID 112818494.5%

Reaction Steps

The product of Example 48, Step 2 (200 mg, 0.672 mmol, 1.00 equiv), 5-amino-6-fluoroindazole (102 mg, 0.672 mmol, 1.0 equiv), and EDC (154 mg, 0.806 mmol, 1.20 equiv) were suspended in 1.5 mL DMF. Et3N (0.112 mL, 0.806 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 (0-80% EtOAc in Hexanes) to provide 13 mg (4%) of the title compound as a white solid. MS (ES+) m/e 431 [M+H]+

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07592357B2
Source datasetuspto-grants-2009_09
ORD IDord-a97a0d053cb44c128898fb382cf7b1cd
Source noteuspto-grants-2009_09