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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2196552Generated: October 26, 2026

Methyl acetopyruvate → HCID 59843200, compound

https://huagongshe.com/reaction/2196552

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl acetopyruvateHCID 88600—
ReactantSodium BicarbonateHCID 516892—
ReactantSodium MethoxideHCID 10942334—
ReactantBenzyl 4-(2-(1-bromo-2,2,2-trifluoroethylidene)hydrazinyl)piperidine-1-carboxylateHCID 72576664—
SolventMethanolHCID 887—
SolventEthyl AcetateHCID 8857—
ProductHCID 59843200HCID 5984320038.6%

Reaction Steps

To a stirred solution of Methyl 2,4-dioxopentanoate (892 mg, 6.19 mmol) in MeOH (11.5 mL) at room temperature was added Sodium methoxide (25% in MeOH, 0.891 mL, 4.13 mmol). Then a solution of 111 (842 mg, 2.063 mmol) in MeOH (2.3 mL) was added drop-wise and the suspension was stirred for 10 min at room temperature, then for 2 h at 65° C. After cooling, the mixture was taken to dryness and AcOEt and saturated NaHCO3 were added, the organic layer was separated, dried over MgSO4, filtrated and evaporated and the residue was purified via Biotage (10% to 40% EtOAc/Hexane; 25S column) to afford 112 (361 mg, 38.6% yield) as red oil. LRMS (ESI): calc. 453.4; found 454.2 (MH)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08338437B2
Source datasetuspto-grants-2012_12
ORD IDord-77022f1346174c788530c12e9d0ac4d5
Source noteuspto-grants-2012_12