HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dimethylformamide → HCID 18457803, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 1-(Methylsulfonyl)-1H-benzotriazole | HCID 792044 | — |
| Reactant | HCID 18457823 | HCID 18457823 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 18457803 | HCID 18457803 | 91.8% |
Reaction Steps
6′-Methyl-3′-[(propylamino)carbonyl]-1,1′-biphenyl-4-carboxylic acid (121 mg, 0.41 mmol), triethylamine (100 μl) and 1-(methylsulphonyl)-1H-benzotriazole (119 mg, 0.6 mmol) were mixed in THF (3 ml) and DMF (0.5 ml) and heated at reflux for 3 h. The reaction was concentrated under vacuum and partitioned between chloroform (5 ml) and water (5 ml). The aqueous was washed with chloroform (3 ml) and the combined organics reduced to dryness under vacuum. The residue was chromatographed on an SPE (silica, 5 g) eluting with chloroform, ether and ethylacetate, which after evaporation of the solvent under vacuum gave 4′-[(1H-1,2,3benzotriazol-1-yl)carbonyl]-6-methyl-N-propyl-1,1′-biphenyl-3-carboxamide (150 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07396843B2 |
| Source dataset | uspto-grants-2008_07 |
| ORD ID | ord-115a844b4cc64ba7b6e73051ee26515a |
| Source note | uspto-grants-2008_07 |