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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 618332Generated: October 25, 2026

Acetic Anhydride → N-{2-[5-(4-chlorobenzoyl)-1,4-dimethyl-1H-pyrrol-2-ylmethyl]pyridin-5-yl}-acetamide

https://huagongshe.com/reaction/618332

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AnhydrideHCID 7918—
ReactantMethyl 1-methyl-5-(4-methylbenzoyl)-1H-pyrrole-2-acetateHCID 118468—
Reactant{2-[5-(4-Chlorobenzoyl)-1,4-dimethyl-1H-pyrrol-2-ylmethyl]pyridin-5-yl}amineHCID 15870202—
SolventTetrahydrofuranHCID 8028—
ProductN-{2-[5-(4-chlorobenzoyl)-1,4-dimethyl-1H-pyrrol-2-ylmethyl]pyridin-5-yl}-acetamideHCID 5377608988%

Reaction Conditions

Temperature60 °C

Reaction Steps

A solution of N-{2-[5-(4-chlorobenzoyl)-1,4-dimethyl-1H-pyrrol-2-ylmethyl]pyridin-5-yl}amine (0.3 g, 0.88 mmol) [prepared by the method described in Example 5, but substituting zomepirac methyl ester for tolmetin methyl ester in Step (a)] and acetic anhydride (0.375 ml, 3.96 mmol) in THF was stirred at 60 ° C. for 4 h. The solvents were removed under reduced pressure and the residue was crystallized from hexane-chloroform to give N-{2-[5-(4-chlorobenzoyl)-1,4-dimethyl-1H-pyrrol-2-ylmethyl]pyridin-5-yl}-acetamide (295 mg, 88%) as a solid, mp 194-195° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05952368
Source datasetuspto-grants-1999_09
ORD IDord-0810c12c0b0b4c5e902496adbea7bc24
Source noteuspto-grants-1999_09