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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 533760Generated: October 31, 2026

3-Methoxyaniline → HCID 46843593, compound

https://huagongshe.com/reaction/533760

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3-MethoxyanilineHCID 10824—
ReactantPotassium HydroxideHCID 14797—
Reactant2-Dicyclohexylphosphino-2',4',6'-triisoprophylbiphenylHCID 11155794—
ReactantHCID 58064817HCID 58064817—
Catalystpalladium(II) acetateHCID 167845—
Solvent2-Methyl-2-butanolHCID 6405—
ProductHCID 46843593HCID 468435935%

Reaction Conditions

Temperature95 °C

Reaction Steps

3-Chloro-5,7,8,9-tetrahydro-dipyrido[2,3-b;3′,4′-d]pyrrole-6-carboxylic acid tert-butyl ester (100 mg, 0.32 mmol), m-anisidine (0.04 mL, 0.39 mmol), Pd(OAc)2 (3 mg, 0.01 mmol), X-Phos (12 mg, 0.03 mmol), and KOH (0.03 ml, 0.97 mmol) were suspended in tert-amyl alcohol (2 mL), and stirred overnight at 95° C. The crude mixture was added directly to a Biotage column. The crude product was purified via Biotage eluting with a gradient of 0 to 100% EtOAc in hexanes to provide 46 (6 mg, 5% yield) as a brown oil. LC-MS (M+H=395, obsd.=395).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08853391B2
Source datasetuspto-grants-2014_10
ORD IDord-5e889fc2f5004fb2ab68679e86a532b3
Source noteuspto-grants-2014_10