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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2373195Generated: November 2, 2026

Dichloromethane → HCID 69154117, compound

https://huagongshe.com/reaction/2373195

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDichloromethaneHCID 6344—
ReactantTrifluoroacetic acidHCID 6422—
Reactanttert-butyl N-[(4-aminophenyl)methyl]carbamateHCID 2756041—
Reactant5-acetyl-2-ethylnitro6-phenylpyridazin-3(2H)-oneHCID 10732015—
SolventEthanolHCID 702—
ProductHCID 69154117HCID 6915411755.5%

Reaction Steps

To a stirred solution of 100 mg (0.348 mmol) of 5-acetyl-2-ethyl-4-nitro-6-phenylpyridazin-3(2H)-one (Dal Piaz, V et al, J. Med. Chem. 1997, 40, 1417) in ethanol (6 ml), (4-aminobenzyl)carbamic acid tert-butyl ester (Gallo-Rodriguez, C et al J. Med. Chem. 1994, 37(5), 636-46) (1.16 mg, 0.52 mmol) was added portionwise. The resulting mixture was stirred at room temperature for 1 h. The precipitate thus formed was collected by filtration and washed with diethylether. Then it was solved in dichloromethane (1 mL) and trifluoroacetic acid (0.23 mL, 3.03 mmol) was added dropwise. The final mixture was stirred at room temperature for 20 minutes. Some more dichloromethane was added and this solution was washed with saturated K2CO3 solution until pH 6. The organic layer was dried and solvent removed to yield 70 mg (54% yield) of the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07459453B2
Source datasetuspto-grants-2008_12
ORD IDord-a80314914e0d4925acf959483cc588ba
Source noteuspto-grants-2008_12