HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diisopropylethylamine → N-{2,4-Dimethyl-5-[6-(pyridin-3-yl)-1H-imidazo[1,2-b]pyrazol-1-yl]phenyl}-3-[(trifluoromethyl)-sulphanyl]benzamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 3-(Trifluoromethylthio)benzoic acid | HCID 688330 | — |
| 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 | HCID 89699939 | HCID 89699939 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | N-{2,4-Dimethyl-5-[6-(pyridin-3-yl)-1H-imidazo[1,2-b]pyrazol-1-yl]phenyl}-3-[(trifluoromethyl)-sulphanyl]benzamide | HCID 71667257 | — |
Reaction Steps
80 mg (0.264 mmol) of the compound of Example 11A and 62 mg (0.277 mmol) of 3-[(trifluoromethyl)sulphanyl]benzoic acid were dissolved in 2 ml of DMF, and 120 mg (0.316 mmol) of HATU and 60 μl (0.343 mmol) of N,N-diisopropylethylamine were added in succession. After about 16 h of stirring at RT, the reaction mixture was diluted with 1 ml of acetonitrile and separated into its components by preparative HPLC (Method 36). Pooling of the product fractions, evaporation and drying under high vacuum gave 89 mg (95% pure, 63% of theory) of the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09394309B2 |
| Source dataset | uspto-grants-2016_07 |
| ORD ID | ord-343d7bd50e86418aa5e2e97b7f6e3b74 |
| Source note | uspto-grants-2016_07 |