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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1823295Generated: November 1, 2026

Npc316347 → 3-(3-Methyl-4-oxo-5h-2-oxa-1,5,7-triaza-cyclopenta[a]naphthalen-5-yl)-cyclohexanecarboxylic acid ethyl ester

https://huagongshe.com/reaction/1823295

Reaction equation

Participants

RoleNameHCIDCharge
ReactantNpc316347HCID 3280088—
Reactant3-{[3-(3-Fluoro-pyridin-4-yl)-5-methyl isoxazole-4-carbonyl]-amino}cyclo-hexanecarboxylic acid ethy esterHCID 69652706—
SolventDimethylformamideHCID 6228—
Product3-(3-Methyl-4-oxo-5h-2-oxa-1,5,7-triaza-cyclopenta[a]naphthalen-5-yl)-cyclohexanecarboxylic acid ethyl esterHCID 69652657—

Reaction Steps

Dissolve 3-{[3-(3-fluoro-pyridin-4-yl)-5-methyl isoxazole-4-carbonyl]-amino}cyclo-hexanecarboxylic acid ethy ester (0.70 g, 1.87 mmol) in N,N-dimethyl-formamide (10 mL0 at ambient temperature under a nitrogen atmosphere. Add a solution of potassuim bis(trimethylsilyl)amide (0.5 M in toluene, 4.11 mL, 2.06 mmol) and stir for 20 min. at ambient temperature. Quench with water and follow by adding solid sodium chloride. Extract with ethyl acetate and wash the combined extracts with water and dry over sodium sulfate. Concentrate and elute over silica gel using methanol/dichloromethane, allowing for the isolation of 656 mg (99%) of the desired product as a light solid. MS(ES): (M+1)+ 356.2, 357.2 m/z.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07037921B2
Source datasetuspto-grants-2006_05
ORD IDord-33ae0a8d42464309bd5cf32c4886cc4f
Source noteuspto-grants-2006_05