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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1932353Generated: November 3, 2026

Acetic Acid → HCID 67141977, compound

https://huagongshe.com/reaction/1932353

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
ReactantDimethylamineHCID 674—
ReactantFormaldehydeHCID 712—
ReactantHCID 67141227HCID 67141227—
SolventEthanolHCID 702—
ProductHCID 67141977HCID 67141977—

Reaction Steps

A solution of 7-(4-chlorophenyl)-2-methyl-1H-pyrrolo[2,3-c]pyridine (170 mg, 0.07 mmol) prepared in Example 463, dimethylamine (2.0M tetrahydrofuran solution; 375 μl, 0.75 mmol), acetic acid (0.36 ml) and formaldehyde (0.68 ml) in ethanol (10 ml) was refluxed for 60 hours. The reaction mixture was concentrated under reduced pressure. The resulting residue was diluted with a sodium hydroxide solution and then extracted with ethyl acetate. The organic layer was dried on anhydrous magnesium sulfate and then concentrated under reduced pressure. The resulting residue was purified with silica gel column chromatography (ethyl acetate/n-hexane=1/5, v/v) to give 85 mg of the titled compound as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08188114B2
Source datasetuspto-grants-2012_05
ORD IDord-026660c46fc4445f976a3f665e3a482b
Source noteuspto-grants-2012_05