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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1678443Generated: October 26, 2026

Methanol → 1-[4-Chloro-6-(methylamino)-1,3,5-triazin-2-yl]-4-piperidinecarboxylic acid

https://huagongshe.com/reaction/1678443

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantWaterHCID 962—
ReactantLithium hydroxide, monohydrateHCID 168937—
ReactantEthyl 1-[4-chloro-6-(methylamino)-1,3,5-triazin-2-yl]-4-piperidinecarboxylateHCID 86644318—
SolventTetrahydrofuranHCID 8028—
SolventEthyl AcetateHCID 8857—
Product1-[4-Chloro-6-(methylamino)-1,3,5-triazin-2-yl]-4-piperidinecarboxylic acidHCID 8664431699.3%

Reaction Steps

To a solution of ethyl 1-[4-chloro-6-(methylamino)-1,3,5-triazin-2-yl]-4-piperidinecarboxylate (983 mg, 3.28 mmol, 1.00 equiv) in tetrahydrofuran (21 ml) at 0° C., a premixed solution of lithium hydroxide monohydrate (275 mg, 6.56 mmol, 2.00 equiv) and water (7 ml) was added dropwise. Methanol (7 ml) was added. The reaction was allowed to warm to room temperature over 1 h and stirring was continued for 3 h. The solvent was removed under reduced pressure, yielding a colorless oil. Ethyl acetate was added to the oil, and the desired product precipitated as a white solid. The solid was filtered and dried under reduced pressure to provide 885 mg (99%) of the title compound. MS (ES+): m/e 272.0 [M+H]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08008483B2
Source datasetuspto-grants-2011_08
ORD IDord-6dd05f295fc84bc08c1b19b5d2f7ebfb
Source noteuspto-grants-2011_08