HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-Chloro-4-(methylsulfonyl)benzoic acid → Vismodegib
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-Chloro-4-(methylsulfonyl)benzoic acid | HCID 735863 | — |
| Reactant | 4-Chloro-3-(pyridin-2-yl)aniline | HCID 40151925 | — |
| Product | Vismodegib | HCID 24776445 | — |
Reaction Steps
Procedure G was used to couple 4-chloro-3-(pyridin-2-yl)aniline (50 mg) and 2-chloro-4-methylsulfonylbenzoic acid to produce 2-chloro-N-(4-chloro-3-(pyridin-2-yl)phenyl)-4-(methylsulfonyl)benzamide. MS (Q1) 421.0 (M)+. The product was then dissolved in 1 N HCl solution followed by freebasing with 0.5 N NaOH solution (pH to 11). The resulting precipitate was filtered and vacuum-dry.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09321761B2 |
| Source dataset | uspto-grants-2016_04 |
| ORD ID | ord-c9e1a8d15ef948d3a38455ab341f01b4 |
| Source note | uspto-grants-2016_04 |