Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | Thiophene | HCID 8030 | — |
| Reactant | HCID 18518168 | HCID 18518168 | — |
| Catalyst | Nickel | HCID 935 | — |
| Solvent | Ammonia | HCID 222 | — |
| Solvent | Chloroform | HCID 6212 | — |
| Product | HCID 18518173 | HCID 18518173 | 70% |
Reaction Steps
Methanolic ammonia solution (15 mL) and thiophene solution (1 mL) were added to Raney Ni (5 g) taken in a reaction flask. This was followed by the addition of (5-Fluoro-benzo[b]thiophen-3-yl)-acetonitrile (I-45b: 700 mg, 3.66 mmol) in methanolic ammonia solution (15 mL) at 0° C. The resulting reaction mass was stirred at 10° C. overnight under hydrogen atmosphere. The reaction was monitored by TLC (5% methanol in chloroform). The reaction mass was filtered, washed with methanol and the filtrate was concentrated under reduced pressure to afford 500 mg of the crude product which was used for the next step without further purification. LCMS: 92.76%, m/z=196.1 (M+1)
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08946260B2 |
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| Source dataset | uspto-grants-2015_02 |
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| ORD ID | ord-49015bdd763449a39622cd53d6111ee0 |
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| Source note | uspto-grants-2015_02 |
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