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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 40060Generated: October 26, 2026

Dimethylformamide → Ethyl3-Formyl-2-isopropyl-1H-indole-6-carboxylate

https://huagongshe.com/reaction/40060

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantPhosphorus oxychlorideHCID 24813—
ReactantEthyl2-Isopropyl-1H-indole-6-carboxylateHCID 59762345—
ProductEthyl3-Formyl-2-isopropyl-1H-indole-6-carboxylateHCID 59762423—

Reaction Conditions

Temperature25 °C

Reaction Steps

To a solution of ethyl 2-isopropyl-1H-indole-6-carboxylate (Compound 33, 2.00 g, 8.66 mmol) in DMF (12 ml) at 0° C. under argon then added dropwise POCl3 (1.58 ml, 17.3 mmol) was added dropwise. The reaction was stirred for 30 minutes at 25° C. then cooled to 0° C., quenched with saturated NaHCO3, diluted with EtOAc, washed with 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 light tan solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08524917B2
Source datasetuspto-grants-2013_09
ORD IDord-3d7cd3c0fcc74d7cb5299da3226f7c16
Source noteuspto-grants-2013_09