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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2382078Generated: November 3, 2026

Dimethylformamide → HCID 68555546, compound

https://huagongshe.com/reaction/2382078

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantSodium hydrideHCID 24758—
ReactantHCID 68555576HCID 68555576—
ProductHCID 68555546HCID 68555546—

Reaction Conditions

Temperature0 °C

Reaction Steps

A suspension of NaH (1.06 g, 26.6 mmol, 60% in mineral oil) in DMF (15 mL) at 0° C. is treated with 5-methanesulfonyl-3-methyl-1H-indole (370 mg, 1.77 mmol) and stirred at 0° C. for 1 h. The mixture is treated with HOSA (1 g, 8.85 mmol) portion wise and warmed to rt overnight. The mixture is then poured over ice, and extracted with EtOAc (3×100 mL). The combined organic layer is dried (Na2SO4), filtered and concentrated in vacuo to afford 5-methanesulfonyl-3-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-9ef17d42466443d5a225bf96948c71f5
Source noteuspto-grants-2012_09