HuagongsheHuagongshe Chemistry Print Report · For research reference only
Trifluoroacetic acid → HCID 12085351, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Trifluoroacetic acid | HCID 6422 | — |
| Reactant | Triethylsilane | HCID 12052 | — |
| Reactant | HCID 22997492 | HCID 22997492 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 12085351 | HCID 12085351 | 68.2% |
Reaction Steps
A suspension of (5-fluoro-1H-indole-3-yl)-pyridin-3-yl-methanol (5.00 g, 21 mmol) in methylene chloride is treated with triethylsilane (3.70 ml, 23 mmol) and trifluoroacetic acid (TFA), stirred at room temperature overnight, and concentrated in vacuo. The resultant residue is basified with 2.5 N NaOH and saturated NaHCO3, and extracted with methylene chloride. The extracts are combined, dried over Na2SO4 and concentrated in vacuo. This residue is purified by column chromatography (50%EtOAc/CH2Cl2) to give the title compound as a pale orange solid 3.24 g (68%) mp 109-112° C., identified by NMR and mass spectral analyses.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06613781B2 |
| Source dataset | uspto-grants-2003_09 |
| ORD ID | ord-253269dfebca491091d574af82b4755a |
| Source note | uspto-grants-2003_09 |