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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1159865Generated: November 1, 2026

Dimethylformamide dimethyl acetal → 1-[5,6-Dimethoxy-1-(phenylsulfonyl)-1H-indol-4-yl]-N,N-dimethylmethanamine

https://huagongshe.com/reaction/1159865

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamide dimethyl acetalHCID 78373—
Reactant4-[(Dimethylamino)methyl]-6-methoxy-1-(phenylsulfonyl)-1H-indol-5-olHCID 59513536—
SolventDimethylformamideHCID 6228—
Product1-[5,6-Dimethoxy-1-(phenylsulfonyl)-1H-indol-4-yl]-N,N-dimethylmethanamineHCID 59513567—

Reaction Steps

4-[(Dimethylamino)methyl]-6-methoxy-1-(phenylsulfonyl)-1H-indol-5-ol (60 mg, 0.166 mmol; Example 184) was dissolved in DMF (2 ml) and DMF-DMA (300 μl) was added. The mixture was heated in microwave oven at 180 oC for 180 s. Solvent was evaporated and the residue purified on Gilson HPLC using 30-60% MeCN in 50 nM ammonium hydrogencarbonate buffer as eluent. Yield: 13.2 mg (21%); brown oil. MS (ESI+) for C19H22N2O4S m/z 375 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07812017B2
Source datasetuspto-grants-2010_10
ORD IDord-9c8d96670a1f45fe91c2de5ea59b17df
Source noteuspto-grants-2010_10