HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diisopropylethylamine → 4-[(3-Methoxyphenyl)amino]-8-methyl-6-[[3-[[3-(2-oxopropyl)phenylcarbonyl(methyl)amino]methyl]phenyl]sulfonyl]quinoline-3-carboxamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1) | HCID 9886157 | — |
| Reactant | 3-(2-Oxopropyl)benzoic acid | HCID 12254105 | — |
| Reactant | 4-[(3-Methoxyphenyl)amino)-8-methyl-6-[[3-[(methylamino)methyl]phenyl]sulfonyl]quinoline-3-carboxamide | HCID 66988232 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 4-[(3-Methoxyphenyl)amino]-8-methyl-6-[[3-[[3-(2-oxopropyl)phenylcarbonyl(methyl)amino]methyl]phenyl]sulfonyl]quinoline-3-carboxamide | HCID 66988281 | 88% |
Reaction Steps
3-(2-Oxopropyl)benzoic acid (33 mg, 0.185 mmol) and DIEA (0.097 mL, 0.555 mmol) were added to a stirring solution of Intermediate 136 (100 mg, 0.204 mmol) in DMF (2 mL) at rt. The reaction mixture was stirred for 5 min and HATU (78 mg, 0.204 mmol) was added. The resulting solution was stirred for 3 h then poured into H2O (50 mL). The precipitate was filtered, washed with H2O (30 mL), and dried to give the title compound (106 mg) as a yellow solid. ES/MS calcd for C36H35N4O6S+ 651.2. Found m/z=651.4 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08394829B2 |
| Source dataset | uspto-grants-2013_03 |
| ORD ID | ord-66317ed829c241148fee32dea888c9dc |
| Source note | uspto-grants-2013_03 |