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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 627625Generated: October 31, 2026

Trimethylsilyldiazomethane → HCID 86715753, compound

https://huagongshe.com/reaction/627625

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrimethylsilyldiazomethaneHCID 167693—
Reactant5-Aminoquinoxalin-2(1H)-oneHCID 45121718—
SolventMethanolHCID 887—
SolventAcetonitrileHCID 6342—
SolventDichloromethaneHCID 6344—
ProductHCID 86715753HCID 8671575334.9%

Reaction Steps

To a suspension of 5-aminoquinoxalin-2(1H)-one (440 mg, 2.73 mmol) in methanol (1 mL), DCM (8 mL) and acetonitrile (8 mL), at 0° C., was added TEA (1.14 mL, 8.19 mmol), followed by (trimethylsilyl)diazomethane (2 mL, 4.10 mmol; 2.0M in hexanes). The reaction mixture was allowed to warm to RT and stirred for additional 3 hours. The suspension was filtered, and the filtrate was concentrated under reduced pressure. The crude product was purified by silica gel chromatography, eluting with 10%-50% ethyl acetate in hexane, to provide the title compound (167 mg, 0.953 mmol) as a light-yellow powder. LC/MS (ESI+) m/z=176 (M+H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09309263B2
Source datasetuspto-grants-2016_04
ORD IDord-e1e88fa240024eba86c04129a77dcb3d
Source noteuspto-grants-2016_04