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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2389905Generated: November 1, 2026

Ethanol, reaction products with ammonia, distn. residues → 2-(1,2,6,7-tetrahydro-8H-cyclopenta[d]furo[2,3-b]pyridin-8-ylidene)ethanamine

https://huagongshe.com/reaction/2389905

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthanol, reaction products with ammonia, distn. residuesHCID 22020343—
Reactant1,2,6,7-tetrahydro-8H-cyclopenta[d]furo[2,3-b]pyridin-8-ylideneacetonitrileHCID 66601913—
CatalystCobaltHCID 104730—
SolventMethanolHCID 887—
Product2-(1,2,6,7-tetrahydro-8H-cyclopenta[d]furo[2,3-b]pyridin-8-ylidene)ethanamineHCID 66602048—

Reaction Steps

To a solution of 1,2,6,7-tetrahydro-8H-cyclopenta[d]furo[2,3-b]pyridine-8-ylideneacetonitrile (84.9 mg, 0.428 mmol) in methanol (3 mL) were added Raney cobalt (400 mg) and 2M ammonia/ethanol solution (1.5 mL), and the mixture was stirred at room temperature for 4 hr under a hydrogen atmosphere. The catalyst was filtered through celite, and the filtrate was concentrated under reduced pressure to give the title compound. The obtained title compound was used for the reaction in Example 19 without purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08273761B2
Source datasetuspto-grants-2012_09
ORD IDord-5d0c04068aac44738caf062991152808
Source noteuspto-grants-2012_09