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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1166189Generated: November 3, 2026

Trifluoroacetic acid → HCID 12085351, compound

https://huagongshe.com/reaction/1166189

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acidHCID 6422—
ReactantTriethylsilaneHCID 12052—
ReactantHCID 22997492HCID 22997492—
SolventDichloromethaneHCID 6344—
ProductHCID 12085351HCID 1208535168.2%

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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06613781B2
Source datasetuspto-grants-2003_09
ORD IDord-253269dfebca491091d574af82b4755a
Source noteuspto-grants-2003_09