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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1436188Generated: November 3, 2026

Triethylamine → Benzimidazole

https://huagongshe.com/reaction/1436188

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantPentafluorophenyl TrifluoroacetateHCID 4327891—
ReactantL-Tyrosinamide--hydrogen chloride (1/1)HCID 45157672—
ProductBenzimidazoleHCID 5798193.1%

Reaction Steps

To a 0° C. crude solution of compound 2 (4.1 g, 15.34 mmol), triethylamine (6.4 mL, 46.02 mmol) in dicholoromethane (200 ml) was added pentafluorophenyl trifluoroacetate (6.35 mL, 36.82 mmol) via syringe over 3 mins. After 5 mins the ice bath was removed and the reaction mixture was stirred while warming to room temperature for another 2 hours. The reaction mixture was concentrated in vacuo. The resulting residue was purified by flash chromatography (silica gel, hexanes/ethyl acetate=1:0, 50:1) to give compound 3 (3.5 g, 50% yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07618981B2
Source datasetuspto-grants-2009_11
ORD IDord-eb5723283982411297ad92764b379f1b
Source noteuspto-grants-2009_11