Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2382072Generated: November 1, 2026

Dimethylformamide → HCID 68555193, compound

https://huagongshe.com/reaction/2382072

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantSodium hydrideHCID 24758—
Reactant5-Methoxy-2-methylindoleHCID 70642—
ProductHCID 68555193HCID 68555193—

Reaction Conditions

Temperature0 °C

Reaction Steps

A suspension of NaH (1.25 g, 51 mmol, 60% in mineral oil) in DMF (47 mL) at 0° C. is treated with 5-methoxy-2-methylindole (500 mg, 3.1 mmol) and stirred at 0° C. for 0.5 h. The mixture is treated with HOSA (1.92 g, 17.0 mmol) portion wise and warmed to rt over 2 h. The mixture is then poured over ice, and extracted with EtOAc (3×50 mL). The combined organic layer is dried (Na2SO4), filtered and concentrated in vacuo to afford 5-methoxy-2-methyl-indol-1-ylamine, which is used in the next step without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08258130B2
Source datasetuspto-grants-2012_09
ORD IDord-d1331166a1e74509971a594c8e6834b6
Source noteuspto-grants-2012_09