HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dimethylformamide dimethyl acetal → 1-[5,6-Dimethoxy-1-(phenylsulfonyl)-1H-indol-4-yl]-N,N-dimethylmethanamine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dimethylformamide dimethyl acetal | HCID 78373 | — |
| Reactant | 4-[(Dimethylamino)methyl]-6-methoxy-1-(phenylsulfonyl)-1H-indol-5-ol | HCID 59513536 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 1-[5,6-Dimethoxy-1-(phenylsulfonyl)-1H-indol-4-yl]-N,N-dimethylmethanamine | HCID 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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07812017B2 |
| Source dataset | uspto-grants-2010_10 |
| ORD ID | ord-9c8d96670a1f45fe91c2de5ea59b17df |
| Source note | uspto-grants-2010_10 |