HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diisopropylethylamine → HCID 86711445, compound
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 | HCID 86711429 | HCID 86711429 | — |
| Reactant | HCID 86711446 | HCID 86711446 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 86711445 | HCID 86711445 | — |
Reaction Steps
To solution containing (E)-3-(1-ethyl-1H-indol-3-yl)acrylic acid (180.0 mg, 0.83 mmol), 3-fluoro-N′-isopropylbenzohydrazide (245.3 mg, 1.25 mmol) and HATU (475.3 mg, 1.25 mmol) dissolved in DMF (5.0 ml), N,N-diisopropylethylamine (DIPEA)(0.22 ml, 1.25 mmol) was slowly drop-wise added and stirred at room temperature for 12 hr. The reaction mixture was diluted with EtOAc, washed with water and brine, dried with anhydrous MgSO4, filtered, and concentrated under reduced pressure. The residue was separated through silica gel chromatography (30% EtOAc) and dried so that white (E)-N′-(3-(1-ethyl-1H-indol-3-yl)acryloyl)-3-fluoro-N′-isopropylbenzohydrazide was obtained (203.0 mg, 62.2%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08906952B2 |
| Source dataset | uspto-grants-2014_12 |
| ORD ID | ord-bd1b9dc17f0647fa905711f62ea5824b |
| Source note | uspto-grants-2014_12 |