Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ammonia | HCID 222 | — |
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | Sulfuric acid magnesium salt (1:1) | HCID 24083 | — |
| Reactant | Aluminum(III) Chloride | HCID 6451240 | — |
| Reactant | Aluminium lithium hydride | HCID 21226445 | — |
| Reactant | HCID 23130740 | HCID 23130740 | — |
| Product | HCID 67119586 | HCID 67119586 | 82% |
Reaction Steps
To a solution of lithium aluminum hydride (488 mg, 12.9 mmol) in tetrahydrofuran (10 mL) was added aluminum chloride (1.72 g, 12.9 mmol) on an ice bath, and the solution was stirred for 10 minutes. 5-(Benzofuran-5-yl-hydroxy-methyl)-thiophene-2 carbonitrile described in Preparation Example 177 (364 mg, 1.43 mmol) was added to this suspension on an ice bath, and the solution was stirred for 3 hours. Aqueous ammonia was added to the reaction solution, then, anhydrous magnesium sulfate was added for drying, and the solution was filtered through Celite pad. The filtrate was concentrated in vacuo, the residue was purified by NH silica gel column chromatography (heptane/ethyl acetate=1/1), and the title compound (285 mg, 82%) was obtained as a light brown oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07932272B2 |
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| Source dataset | uspto-grants-2011_04 |
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| ORD ID | ord-3e63fbf5d5d84867b5f955f47706b94e |
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| Source note | uspto-grants-2011_04 |
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