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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1470766Generated: November 2, 2026

Benzoyl chloride → (S)-N-(1-{4-[1-(5-Phenyl-[1,2,4]oxadiazol-3-yl)-piperidin-4-yl]-phenyl}-ethyl)acetamide

https://huagongshe.com/reaction/1470766

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzoyl chlorideHCID 7412—
ReactantTriethylamineHCID 8471—
Reactant(S)-N-(1-{4-[1-(N-hydroxycarbamimidoyl)-piperidin-4-yl]-phenyl}-ethyl)acetamideHCID 178475062—
SolventTetrahydrofuranHCID 8028—
Product(S)-N-(1-{4-[1-(5-Phenyl-[1,2,4]oxadiazol-3-yl)-piperidin-4-yl]-phenyl}-ethyl)acetamideHCID 67125444—

Reaction Conditions

Temperature80 °C

Reaction Steps

0.019 mL (0.16 mmol) Benzoyl chloride are added to a mixture of 45.7 mg (0.15 mmol) (S)—N-(1-{4-[1-(N-hydroxycarbamimidoyl)-piperidin-4-yl]-phenyl}-ethyl)-acetamide (XXVII.2) and 0.063 mL (0.45 mmol) triethylamine in 4 mL THF. The mixture is stirred for 12 h at 80° C. and is subsequently purified by HPLC (RP C18 Sunfire; water (+0.1% TFA)/MeOH) to yield the desired product.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09006450B2
Source datasetuspto-grants-2015_04
ORD IDord-ffc0523908164dceb04a66236f0c7647
Source noteuspto-grants-2015_04