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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2199842Generated: October 29, 2026

Dimethylformamide → 3-Pyridinecarboxaldehyde, 5-[2,2,2-trifluoro-1-hydroxy-1-(trifluoromethyl)ethyl]-

https://huagongshe.com/reaction/2199842

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
Reactant2-(5-Bromopyridin-3-yl)-1,1,1,3,3,3-hexafluoropropan-2-olHCID 17758931—
ReactantHCID 178418918HCID 178418918—
SolventTetrahydrofuranHCID 8028—
Product3-Pyridinecarboxaldehyde, 5-[2,2,2-trifluoro-1-hydroxy-1-(trifluoromethyl)ethyl]-HCID 17758137—

Reaction Steps

To a stirred solution of 258 (0.347 g, 1.07 mmol) in dry THF, cooled to 0° C., was added isopropyl magnesium chloride (1.2 mL, 2.4 mmol) drop wise and stirred for 10 min followed by the addition of DMF (0.015 ml, 1.94 mmol) to the reaction and stirred for additional 2 h. After completion of the reaction, it was quenched with saturated ammonium chloride solution. The organic layer was separated and aqueous phase was extracted again with diethyl ether, the combined organic layer was dried over sodium sulphate and concentrated to get the crude compound 5-(1,1,1,3,3,3-hexafluoro-2-hydroxypropan-2-yl)nicotinaldehyde 259 used directly to proceed for the next step.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09359315B2
Source datasetuspto-grants-2016_06
ORD IDord-b3bced091fea4ed79278cb9199900d11
Source noteuspto-grants-2016_06