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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1275729Generated: October 27, 2026

Methanesulfonic Acid → Methyl (2E)-2-(2-((6-chloropyrimidin-4-yl)oxy)phenyl)-3-methoxyprop-2-enoate

https://huagongshe.com/reaction/1275729

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanesulfonic AcidHCID 6395—
ReactantAcetic AnhydrideHCID 7918—
Reactant2-(2-(6-Chloro-pyrimidin-4-yloxy)-phenyl)-3,3-dimethoxy-propionic acid methyl esterHCID 11013615—
SolventTolueneHCID 1140—
ProductMethyl (2E)-2-(2-((6-chloropyrimidin-4-yl)oxy)phenyl)-3-methoxyprop-2-enoateHCID 1178220098.5%

Reaction Conditions

Temperature90 °C

Reaction Steps

A mixture of methyl 2-[2-(6-chloropyrimidin-4-yloxy)phenyl]-3,3-dimethoxypropanoate (17.98 g), acetic anhydride (5.16 g) and toluene (73 ml) was stirred at 90° C. for 20 minutes. Methane sulphonic acid (0.49 g) was added to the mixture and the mixture was heated at 90° C. for 1 hour. The mixture was cooled to room temperature, washed with cold water (25 ml) and with hot (50° C.) water (2×25 ml). The organic layer was evaporated at 75° C. (initially on a rotary evaporator, then at circa 15 mm Hg) to leave (E)-methyl 2-[-(6-chloropyrimidin-4-yloxy)phenyl]-3-methoxypropenoate as a solid (16.1 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06162916
Source datasetuspto-grants-2000_12
ORD IDord-8f9bbd4b9d7e40e4ab529df70adabb56
Source noteuspto-grants-2000_12