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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 734679Generated: October 30, 2026

1,2-Dichloroethane → HCID 178429227, compound

https://huagongshe.com/reaction/734679

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,2-DichloroethaneHCID 11—
ReactantTriethylamineHCID 8471—
Reactant2-Methyl-6-oxo-4-(4-(trifluoromethyl)phenyl)-1,4,5,6-tetrahydropyridine-3-carboxylic acidHCID 16099863—
ReactantHCID 178507356HCID 178507356—
SolventHydrochloric AcidHCID 313—
SolventDimethylformamideHCID 6228—
SolventEthyl AcetateHCID 8857—
ProductHCID 178429227HCID 17842922729%

Reaction Steps

The product of Example 5, Step 2 (110 mg, 0.368 mmol, 1.00 equiv), 5-amino-3-bromoindazole (78 mg, 0.368 mmol, 1.0 equiv), and EDC (84 mg, 0.441 mmol, 1.20 equiv) were suspended in 1.0 mL DMF. Et3N (0.061 mL, 0.441 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 52 mg (29%) of the title compound as an off white solid. MS (ES+) m/e 494 [M+H]+

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07592357B2
Source datasetuspto-grants-2009_09
ORD IDord-8fdb226666264e3d890c29c78a33a3dd
Source noteuspto-grants-2009_09