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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2102090Generated: October 31, 2026

Pyridine → HCID 57800464, compound

https://huagongshe.com/reaction/2102090

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 numberUS07572820B2
Source datasetuspto-grants-2009_08
ORD IDord-640a3cf597b845249432ac4965d2209d
Source noteuspto-grants-2009_08