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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1814055Generated: November 3, 2026

Dimethylformamide → 1-(4-Fluorobenzyl)-2-(oxazol-2-yl)-5-methanesulfonyl-1H-pyrrolo[2,3-b]pyridine

https://huagongshe.com/reaction/1814055

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantSodium hydrideHCID 24758—
Reactant4-Fluorobenzyl bromideHCID 68021—
Reactant2-(oxazol-2-yl)-5-methanesulfonyl-1H-pyrrolo[2,3-b]pyridineHCID 22504398—
SolventWaterHCID 962—
Product1-(4-Fluorobenzyl)-2-(oxazol-2-yl)-5-methanesulfonyl-1H-pyrrolo[2,3-b]pyridineHCID 992933734.3%

Reaction Conditions

Temperature22.5 °C

Reaction Steps

A mixture of 2-(oxazol-2-yl)-5-methanesulfonyl-1H-pyrrolo[2,3-b]pyridine (0.19 g), 4-fluorobenzyl bromide (0.16 g), sodium hydride (32 mg, 60% purity) and dimethylformamide (10 ml) was stirred at 15 to 30° C. for 30 minutes. To the reaction mixture was added water, and the precipitated crystals were filtered off and dissolved in ethyl acetate. The solution was dried over sodium sulfate and concentrated under reduced pressure. The resulting residue (0.14 g) was recrystallized (ethyl acetate/hexane) to obtain 92 mg of the desired product.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06875770B2
Source datasetuspto-grants-2005_04
ORD IDord-65977eedca9a46799515fbb6947f81f7
Source noteuspto-grants-2005_04