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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1846937Generated: November 1, 2026

1-Hydroxybenzotriazole → HCID 66849985, compound

https://huagongshe.com/reaction/1846937

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-HydroxybenzotriazoleHCID 75771—
Reactant3'-O-ethyl-N,N-diisopropylphosphoramiditeHCID 195451—
Reactant3,3,3-Trifluoropropionic acidHCID 2777972—
ReactantHCID 10265556HCID 10265556—
SolventMethanolHCID 887—
SolventDichloromethaneHCID 6344—
SolventDicyclohexylcarbodiimideHCID 10868—
SolventSodium BicarbonateHCID 516892—
Solvent1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 2723939—
ProductHCID 66849985HCID 66849985—

Reaction Steps

To a solution of 3,3,3-trifluoropropionic acid (2.07 mmole) in DCM (10 mL), was added EDCI HCl (3.02 mmole) and HOBt (2.07 mmole). The solution was stirred at RT for 0.5 hour followed by addition of 3-hydrazinyl-6-(4-phenoxyphenyl)pyridazine A, prepared as disclosed in Example 3, (2.07 mmole) in 30 mL of DCM and EDIPA ((7.24 mmole). The coupling reaction will also work with 1,3-dicyclohexylcarbodiimide and DCM as a solvent or EDCI HCl and methanol as a solvent. The resulting reaction mixture was stirred at RT overnight. The mixture was diluted with saturated aqueous NaHCO3. The organic extract was washed with H2O and dried over Na2SO4 and then evaporated in vacuo. The crude product was purified with prep TLC eluting with 5% methanol and dichloromethane mixture to give B.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08952034B2
Source datasetuspto-grants-2015_02
ORD IDord-3f113ad60b654ebe928d893e8e2816f1
Source noteuspto-grants-2015_02