HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dimethylformamide → 2-({4-[(Dimethylamino)methyl]-5-methoxy-1H-indol-1-yl}sulfonyl)benzonitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | 2-Cyanobenzenesulfonyl Chloride | HCID 522347 | — |
| Reactant | (5-Methoxy-1H-indol-4-ylmethyl)-dimethyl-amine | HCID 68715707 | — |
| Product | 2-({4-[(Dimethylamino)methyl]-5-methoxy-1H-indol-1-yl}sulfonyl)benzonitrile | HCID 59513595 | 23.2% |
Reaction Steps
To a solution of 1-(5-methoxy-1H-indol-4-yl)-N,N-dimethylmethanamine (15 mg, 0.07 mmol; Intermediate 97) in DMF (1 mL) NaH (4 mg, 0.15 mmol) was added at rt. The reaction mixture was stirred at rt for 15 min and 2-cyanobenzenesulphonyl chloride (22 mg, 0.11 mmol) was added. The reaction mixture was allowed to stir at rt over night. The reaction was quenched by addition of water. Purification by preparative HPLC/UV (System B) afforded the title product (6 mg, 22%) as a white solid. MS (ESI+) for C19H19N3O3S m/z 370 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07812017B2 |
| Source dataset | uspto-grants-2010_10 |
| ORD ID | ord-81a4715d39f54e6a931a48917915366a |
| Source note | uspto-grants-2010_10 |