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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1926735Generated: November 1, 2026

Methylamine → HCID 15979798, compound

https://huagongshe.com/reaction/1926735

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethylamineHCID 6329—
ReactantSodium MethoxideHCID 10942334—
ReactantHCID 57742995HCID 57742995—
SolventMethanolHCID 887—
ProductHCID 15979798HCID 15979798180.7%

Reaction Conditions

Temperature95 °C

Reaction Steps

In a 50 ml sealed vessel, 1-[(2-chloro-1,3-thiazol-5-yl)methyl]-4-(2,3,5-trifluorophenyl)pyrrolidin-2-one 250 (0.1 g, 0.3 mmol) is dissolved in MeOH (3 ml). Sodium methoxide (3 mg, 0.06 mmol) and a solution of methylamine (0.09 g, 3 mmol) in MeOH are added. The vessel is closed and heated to 95° C. for 48 h. The reaction mixture is cooled to room temperature, the solvent is evaporated and the residue is taken up in CH2Cl2 and water. The aqueous phase is extracted twice with CH2Cl2, the combined organic phases are washed with brine, dried over MgSO4, filtered and concentrated in vacuo. The crude product is recrystallized from AcOEt to afford 185 mg of 1-{[2-(methylamino)-1,3-thiazol-5-yl]methyl}-4-(2,3,5-trifluorophenyl)pyrrolidin-2-one 252.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08183241B2
Source datasetuspto-grants-2012_05
ORD IDord-ce525da032d349d8acfb554c8eb8a412
Source noteuspto-grants-2012_05