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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 717825Generated: November 2, 2026

Acetic Anhydride → Methyl 6-[(acetylamino)methyl]-5-chloro-2-(3-fluorophenyl)nicotinate

https://huagongshe.com/reaction/717825

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AnhydrideHCID 7918—
ReactantDiisopropylethylamineHCID 81531—
ReactantMethyl 6-(aminomethyl)-5-chloro-2-(3-fluorophenyl)nicotinateHCID 58515976—
SolventDimethylformamideHCID 6228—
ProductMethyl 6-[(acetylamino)methyl]-5-chloro-2-(3-fluorophenyl)nicotinateHCID 58515958—

Reaction Steps

Methyl 6-(aminomethyl)-5-chloro-2-(3-fluorophenyl)nicotinate (0.35 g, 1,2 mmol) was stirred in N,N-dimethylformamide (5 mL) with N,N-diisopropylethylamine (0.41 mL, 2.4 mmol) and acetic anhydride (0.17 mL, 1.8 mmol) was added. The mixture was stirred for 30 minutes at room temperature. Evaporation gave the crude material which was contaminated with the corresponding dechlorinated byproduct (0.4 g, 100%). LCMS calculated for C16H15ClFN2O3 (M+H)+: m/z=337.1. found 336.9.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09193721B2
Source datasetuspto-grants-2015_11
ORD IDord-c22f401b74c247c3bb4424009b0356fe
Source noteuspto-grants-2015_11