HuagongsheHuagongshe Chemistry Print Report · For research reference only
Benzeneacetic acid, 2-fluoro- → HCID 22594941, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Benzeneacetic acid, 2-fluoro- | HCID 67979 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | Methanaminium, N-((1H-benzotriazol-1-yloxy)(dimethylamino)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1) | HCID 2733084 | — |
| Reactant | 3-(4-Bromo-1-Methyl-1H-Pyrazol-3-Yl)Aniline | HCID 2735391 | — |
| Reactant | 1-Hydroxybenzotriazole hydrate | HCID 2796029 | — |
| Solvent | Chloroform | HCID 6212 | — |
| Solvent | Sodium chloride; water | HCID 57417360 | — |
| Product | HCID 22594941 | HCID 22594941 | 32.2% |
Reaction Steps
A mixture of 3-(3-aminophenyl)-4-bromo-1-methylpyrazole (30 mg, 0.12 mmol), 2-fluorophenylacetic acid (18 mg, 0.12 mmol), 1-hydroxybenzotriazole hydrate (16 mg, 0.12 mmol) and 2-(1H-benzotriazole-1-yl)-1,1,3,3-tetramethyluronium hexafluoro-phosphate (46 mg, 0.12 mmol) were dissolved in chloroform (1.5 ml). N,N-Diisopropylethylamine (0.02 ml, 0.13 mmol) was added and the mixture stirred at room temperature for 16 H. The reaction mixture was then poured into brine and the organic layer washed with further brine, dried over magnesium sulphate and then concentrated in vacuo. The crude product was purified by column chromatography (ethyl acetate-toluene, 1:1), giving the title compound (15 mg, 32%). Rf 0.52 (ethyl acetate-toluene, 1:1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07754866B2 |
| Source dataset | uspto-grants-2010_07 |
| ORD ID | ord-65c76928dcbf4cd68cfd274e5b59490d |
| Source note | uspto-grants-2010_07 |