HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dimethylformamide → 1-{1-[(3-Chloro-4-fluorophenyl)sulfonyl]-5-methoxy-1H-indol-4-yl}-N,N-dimethylmethanamine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | 3-Chloro-4-fluorobenzenesulphonyl chloride | HCID 145222 | — |
| Reactant | (5-Methoxy-1H-indol-4-ylmethyl)-dimethyl-amine | HCID 68715707 | — |
| Product | 1-{1-[(3-Chloro-4-fluorophenyl)sulfonyl]-5-methoxy-1H-indol-4-yl}-N,N-dimethylmethanamine | HCID 59513547 | 14.4% |
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 3-chloro-4-fluorobenzene-1-sulfonyl chloride (25 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 (4 mg, 14%) as a white solid. MS (ESI+) for C18H18ClFN2O3S m/z 397 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07812017B2 |
| Source dataset | uspto-grants-2010_10 |
| ORD ID | ord-52ec87b012444beba3a53b3996b07081 |
| Source note | uspto-grants-2010_10 |