HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2389906Generated: October 30, 2026
Ethanol, reaction products with ammonia, distn. residues → 2-(1,6,7,8-tetrahydro-2H-cyclopenta[d]furo[2,3-b]pyridin-8-yl)ethanamine
https://huagongshe.com/reaction/2389906
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ethanol, reaction products with ammonia, distn. residues | HCID 22020343 | — |
| Reactant | 1,2,6,7-tetrahydro-8H-cyclopenta[d]furo[2,3-b]pyridin-8-ylideneacetonitrile | HCID 66601913 | — |
| Catalyst | Cobalt | HCID 104730 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | 2-(1,6,7,8-tetrahydro-2H-cyclopenta[d]furo[2,3-b]pyridin-8-yl)ethanamine | HCID 59179405 | — |
Reaction Steps
To a solution of 1,2,6,7-tetrahydro-8H-cyclopenta[d]furo[2,3-b]pyridin-8-ylideneacetonitrile (500 mg, 2.52 mmol) in ethanol (16 mL) were added Raney cobalt (1 g) and 2M ammonia/ethanol solution (8 mL), and the mixture was stirred at room temperature for 30 hr under a hydrogen atmosphere. The catalyst was filtered through celite, and the filtrate was concentrated under reduced pressure. The residue was dissolved in methanol (20 mL), palladium-carbon powder (100 mg) was added, and the mixture was stirred at room temperature for 12 hr under a hydrogen atmosphere. The catalyst was filtered off, and the filtrate was concentrated under reduced pressure to give the title compound. The obtained title compound was used for the reaction in Examples 25, 26, 27 and 28 without purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08273761B2 |
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| Source dataset | uspto-grants-2012_09 |
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| ORD ID | ord-98e3088264df4f27854ffb5b0ec7fe55 |
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| Source note | uspto-grants-2012_09 |
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