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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1274111Generated: November 4, 2026

Thiophene → 1,2,3,4-Tetrahydro-6-amino-2-methylbenzofuro[3,2-c]pyridine

https://huagongshe.com/reaction/1274111

Reaction equation

Participants

RoleNameHCIDCharge
ReactantThiopheneHCID 8030—
ReactantTriethylamineHCID 8471—
Reactant1,2,3,4-Tetrahydro-2-methyl-6-nitrobenzofuro[3,2-c]pyridineHCID 22120325—
CatalystPalladiumHCID 23938—
SolventTetrahydrofuranHCID 8028—
Product1,2,3,4-Tetrahydro-6-amino-2-methylbenzofuro[3,2-c]pyridineHCID 2212033996.6%

Reaction Steps

A mixture of 1,2,3,4-tetrahydro-2-methyl-6-nitrobenzofuro[3,2-c]pyridine (0.0215 mol) and triethylamine (2 g) in THF (200 ml) was hydrogenated with palladium-on-charcoal catalyst 10% (2 g) as a catalyst in the presence of thiophene 4% (2 ml). After uptake of H2 (3 equivalents), the catalyst was filtered off and the filtrate was evaporated, yielding 4.2 g 1,2,3,4-tetrahydro-6-amino-2-methylbenzofuro[3,2-c]pyridine (interm. 7).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06156757
Source datasetuspto-grants-2000_12
ORD IDord-5fa8989e9b20477f9cc2dda69b087adf
Source noteuspto-grants-2000_12