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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1673199Generated: October 30, 2026

Ethyl Acetate → HCID 67336886, compound

https://huagongshe.com/reaction/1673199

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl AcetateHCID 8857—
ReactantPotassium bis(trimethylsilyl)amideHCID 3251421—
Reactant1,5-Naphthyridine-4-carboxaldehyde, 6-methoxy-HCID 66523138—
SolventWaterHCID 962—
ProductHCID 67336886HCID 67336886—

Reaction Conditions

Temperature-60 °C

Reaction Steps

A suspension of 6-methoxy-[1,5]naphthyridine-4-carbaldehyde (2.0 g, 10.6 mmol, prepared according to WO 2006/032466) and intermediate 16.ii (4.5 g, 12.3 mmol) in 1,2-DME (60 ml) was cooled to −60° C. KHMDS (0.5M in THF, 42 ml, 20.9 mmol) was added dropwise over 1 h. The resulting black solution was allowed to reach rt over 2 h. It was diluted with water (40 ml) and EA (200 ml). The yield after work up and chromatography (Hex/EA 1:1) was 2.47 g (71%; yellow oil).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07999115B2
Source datasetuspto-grants-2011_08
ORD IDord-f516dc2e5fa14dbb8cd6e8bd0cad57c8
Source noteuspto-grants-2011_08