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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 551935Generated: October 26, 2026

1-Hydroxybenzotriazole → HCID 11706659, compound

https://huagongshe.com/reaction/551935

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-HydroxybenzotriazoleHCID 75771—
ReactantDiisopropylethylamineHCID 81531—
Reactant1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 2723939—
ReactantN-{2-[(4-butylphenyl)ethynyl]benzyl}-1-hexanamineHCID 57554480—
Reactant2,2-dimethyl-4-oxo-4H-1,3-benzodioxine-6-carboxylic acidHCID 57554489—
SolventDichloromethaneHCID 6344—
ProductHCID 11706659HCID 1170665987%

Reaction Steps

A solution of N-{2-[(4-butylphenyl)ethynyl]benzyl}-1-hexanamine (174 mg, 0.50 mmol), 2,2-dimethyl-4-oxo-4H-1,3-benzodioxine-6-carboxylic acid (122 mg, 0.55 mmol), EDC.HCl (115 mg, 0.60 mmol), DIEA (102 μl, 0.60 mmol) and HOBT (81 mg, 0.60 mmol) in DCM (10 mL) was stirred at rt for 3 hrs. The reaction mixture was diluted with DCM and washed with a saturated aqueous solution of NaHCO3, an aqueous solution of HCl (1N) and brine. The organic layer was dried over MgSO4 and the solvent Was removed under reduced pressure. Purification by flash chromatography on silicagel (EtOAc/c-Hex (20/80)) gave 238 mg (87%) of the title compound. HPLC, Rt: 6.14 min (purity: 86.7%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07947851B2
Source datasetuspto-grants-2011_05
ORD IDord-27d98cd59e22490ca635f05b78ee6c2a
Source noteuspto-grants-2011_05