HuagongsheHuagongshe Chemistry Print Report · For research reference only
p-Fluorobenzoic acid 2-isopropylhydrazide → HCID 86711457, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | p-Fluorobenzoic acid 2-isopropylhydrazide | HCID 18030 | — |
| 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 86711430 | HCID 86711430 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 86711457 | HCID 86711457 | — |
Reaction Steps
To solution containing (E)-3-(1-(3-methylbut-2-enyl)-1H-indol-3-yl)acrylic acid (161 mg, 0.63 mmol), 4-fluoro-N′-isopropylbenzohydrazide (82.4 mg, 0.42 mmol) and HATU (239.5 mg, 0.63 mmol) dissolved in DMF (3.0 ml), N,N-diisopropylethylamine (DIPEA)(0.11 ml, 0.63 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 (35% EtOAc) for refinement and dried so that ivory (E)-4-fluoro-N′-isopropyl-N′-(3-(1-(3-methylbut-2-enyl)-1H-indol-3-yl)acryloyl)benzohydrazide was obtained (116.0 mg, 42.5%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08906952B2 |
| Source dataset | uspto-grants-2014_12 |
| ORD ID | ord-c4addd7e43754c118f376c1ea92fa4ec |
| Source note | uspto-grants-2014_12 |