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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 40064Generated: October 26, 2026

Sodium hydride → Ethyl3-Formyl-2-isopropyl-1-(oxazol-2-ylmethyl)-1H-indole-6-carboxylate

https://huagongshe.com/reaction/40064

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium hydrideHCID 24758—
Reactant2-(Chloromethyl)-1,3-oxazoleHCID 21957543—
ReactantEthyl3-Formyl-2-isopropyl-1H-indole-6-carboxylateHCID 59762423—
SolventDimethylformamideHCID 6228—
SolventEthyl AcetateHCID 8857—
ProductEthyl3-Formyl-2-isopropyl-1-(oxazol-2-ylmethyl)-1H-indole-6-carboxylateHCID 86621605—

Reaction Conditions

Temperature25 °C

Reaction Steps

To a solution of ethyl3-formyl-2-isopropyl-1H-indole-6-carboxylate (Compound 34, 1.22 g, 4.72 mmol) in DMF (10 ml) was added NaH (170 mg, 7.08 mmol) and 2-(chloromethyl)oxazole (1.10 g, 9.44 mmol). The reaction was stirred at 25° C. for 12 h, diluted with EtOAc, washed with H2O, brine, dried over Na2SO4 and concentrated in vacuo. The residue was purified by chromatography on silica gel (0→50% EtOAc-hexanes) to yield the title compound as a yellow oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08524917B2
Source datasetuspto-grants-2013_09
ORD IDord-621e0def98824858a359ec5271016cbe
Source noteuspto-grants-2013_09