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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 913657Generated: October 30, 2026

Pyridine → HCID 57800464, compound

https://huagongshe.com/reaction/913657

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPyridineHCID 1049—
ReactantPhosphorus oxychlorideHCID 24813—
ReactantHCID 57800435HCID 57800435—
SolventDichloromethaneHCID 6344—
ProductHCID 57800464HCID 5780046455.4%

Reaction Conditions

Temperature2.5 °C

Reaction Steps

A solution containing 5-{[5-cyano-2-propyl-4-(trifluoromethyl)-1H-indol-1-yl]methyl}-2-furancarboxamide (Example 271B) (0.388 g, 1.03 mmol), pyridine (10 mL) and CH2Cl2 (25 mL) was cooled to 0-5° C. This mixture was mixed with POCl3 (0.792 g, 5.17 mmol) and the resulting mixture was stirred at rt for 2 h. The reaction mixture was then partitioned between CH2Cl2 and saturated NaHCO3. The organics were washed with 1.0N HCl, dried (MgSO4) and concentrated to dryness. The residue was purified by flash chromatography (0-10% EtOAc-hexanes gradient) to afford a pure product (0.204 g, 55% yield): MS (ES) m/z 357 (M+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08026262B2
Source datasetuspto-grants-2011_09
ORD IDord-75da4838d14e4a8e8838137c16ea092e
Source noteuspto-grants-2011_09