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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 467957Generated: October 26, 2026

1-Hydroxybenzotriazole → HCID 58049379, compound

https://huagongshe.com/reaction/467957

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-HydroxybenzotriazoleHCID 75771—
Reactant1-methyl-1H-imidazole-4-carboxylic acidHCID 541509—
Reactant1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 2723939—
ReactantN-(3-Bromo-4-fluorobenzyl)tetrahydro-2H-thiopyran-4-amineHCID 58049393—
SolventDimethylformamideHCID 6228—
SolventTriethylamineHCID 8471—
ProductHCID 58049379HCID 5804937966.8%

Reaction Steps

A mixture of N-(3-bromo-4-fluorobenzyl)tetrahydro-2H-thiopyran-4-amine (1.72 g), 1-methyl-1H-imidazole-4-carboxylic acid (0.71 g), EDC.HCl (1.63 g), HOBt (0.87 g), dimethylformamide (30 mL) and triethylamine (1.8 mL) was stirred overnight at room temperature. The solvent was distilled off under reduced pressure and after extraction with ethyl acetate, the extract was washed with a saturated aqueous solution of sodium hydrogencarbonate and saturated saline, and dried over anhydrous magnesium sulfate. After filtering off the desiccant, the solvent was concentrated. The residue was purified by column chromatography (NH silica gel cartridge; ethyl acetate) to give the titled compound (1.55 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08623898B2
Source datasetuspto-grants-2014_01
ORD IDord-fd1f98e4a9454810bee3a7bd93a85dda
Source noteuspto-grants-2014_01