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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2175158Generated: October 29, 2026

Nitrogen → HCID 86696291, compound

https://huagongshe.com/reaction/2175158

Reaction equation

Participants

RoleNameHCIDCharge
ReactantNitrogenHCID 947—
ReactantStannane, tributyl(1-ethoxyethenyl)-HCID 619414—
ReactantHCID 86696292HCID 86696292—
CatalystHCID 178418476HCID 178418476—
SolventDimethylformamideHCID 6228—
ProductHCID 86696291HCID 866962916.98%

Reaction Conditions

Temperature90 °C

Reaction Steps

The solution of (85.1) (175 mg, 0.359 mmol) and PdCl2(PPh3)2 (37.8 mg, 0.054 mmol) in DMF (10 ml) was bubbled by N2 for 5 min. tributyl(1-ethoxyvinyl)stannane (195 mg, 0.539 mmol) was added. The reaction tube was flushed by N2 for 5 min again and sealed. The sealed-tube was stirred at 90° C. for 2 h. Then the reaction was continued at 110° C. for 16 h. The mixture was evaporated to dryness and the residue was purified by column chromatography (CombiFlash, ISCO, eluent MeOH/DCM from 0 to 10%) to afford the target product (40 mg, 30% pure, yield 6.98%). LCMS (method A): [M+H]+=479.1, tR=1.92 min.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09062045B2
Source datasetuspto-grants-2015_06
ORD IDord-09b58d5dc59f4df3b8d7f0d4fa79952d
Source noteuspto-grants-2015_06