HuagongsheHuagongshe Chemistry Print Report · For research reference only
Chlorotrimethylsilane → 2-(5-Fluorobenzo[b]thiophen-2-yl)ethanamine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Chlorotrimethylsilane | HCID 6397 | — |
| Reactant | Lithium borohydride | HCID 4148881 | — |
| Reactant | (E)-5-fluoro-2-(2-nitrovinyl)benzo[b]thiophene | HCID 66801961 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 2-(5-Fluorobenzo[b]thiophen-2-yl)ethanamine | HCID 66801843 | 100% |
Reaction Steps
Using analogous conditions and workup as described for the preparation of I-14b above, (E)-5-fluoro-2-(2-nitrovinyl)benzo[b]thiophene (I-50d: 1.2 g, 5.375 mmol) was reacted with LiBH4 (468.34 mg, 21.503 mmol), trimethylsilyl chloride (4.649 g, 43 mmol) and THF (50 mL) to afford 1 g of the product (100% yield). LCMS: 98.10%, m/z=196.0 (M+1)
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08946260B2 |
| Source dataset | uspto-grants-2015_02 |
| ORD ID | ord-ce5fc9033b99442a91ad155dff4f185f |
| Source note | uspto-grants-2015_02 |