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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 40097Generated: October 26, 2026

Dimethylformamide → Methyl 3-formyl-6-methoxy-1H-indole-2-carboxylate

https://huagongshe.com/reaction/40097

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantPhosphorus oxychlorideHCID 24813—
ReactantMethyl-6-methoxy-2-indolecarboxylateHCID 688173—
ProductMethyl 3-formyl-6-methoxy-1H-indole-2-carboxylateHCID 4777855—

Reaction Steps

General Procedure I. POCl3 (2.94 ml, 32.2 mmol) was added dropwise to anhydrous DMF (10 ml) at 0° C. under argon. After stirred for 30 min, this solution was added dropwise to a solution of methyl6-methoxy-1H-indole-2-carboxylate (Aldrich, 2.2 g, 10.7 mmol) in anhydrous DMF (20 ml) at 0° C. under argon. The reaction was stirred for 20 h at room temperature, quenched with ice, diluted with EtOAc, a precipitate formed and was filtered and washed with H2O (×3) to give the title compound as an off-white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08524917B2
Source datasetuspto-grants-2013_09
ORD IDord-d1c8310991e54dd482ed58c8c4be04ce
Source noteuspto-grants-2013_09