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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1851853Generated: October 26, 2026

L-Methioninol → N-[[1-[[[4-[2-(4-Methyl-1-piperazinyl)-4-thiazolyl]phenyl]carbonyl]amino]cyclohexyl]carbonyl]-L-methioninol

https://huagongshe.com/reaction/1851853

Reaction equation

Participants

RoleNameHCIDCharge
ReactantL-MethioninolHCID 2724404—
Reactant2-[4-[2-(4-Methyl-1-piperazinyl)-4-thiazolyl]phenyl]-3-oxa-1-azaspiro[4.5]dec-1-en-4-oneHCID 57672803—
SolventDimethylformamideHCID 6228—
ProductN-[[1-[[[4-[2-(4-Methyl-1-piperazinyl)-4-thiazolyl]phenyl]carbonyl]amino]cyclohexyl]carbonyl]-L-methioninolHCID 5767285086%

Reaction Conditions

Temperature80 °C

Reaction Steps

100 mg (0.74 mmol) of L-methioninol was added to a solution of 250 mg (0.68 mmol) of 2-[4-[2-(4-methyl-1-piperazinyl)-4-thiazolyl]phenyl]-3-oxa-1-azaspiro[4.5]dec-1-en-4-one in 20 ml of dimethylformamide. After the mixture was stirred at 80° C. for 15 hours, the reaction solution was concentrated under reduced pressure, ethyl acetate was added thereto, and the mixture was successively washed with water, a saturated aqueous sodium hydrogencarbonate solution and saturated brine, followed by drying with anhydrous sodium sulfate. After the solvent was distilled off under reduced pressure, diisopropyl ether was added to the residue. The crystal was washed to obtain 319 mg (86%) of the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08957205B2
Source datasetuspto-grants-2015_02
ORD IDord-4c4c65d14f924efc97e31952ba493542
Source noteuspto-grants-2015_02