HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → HCID 178509596, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 4-Aminobenzamide | HCID 76079 | — |
| Reactant | Benzotriazol-1-yloxy-tris(dimethylamino)phosphonium hexafluorophosphate | HCID 151348 | — |
| Reactant | HCID 178509597 | HCID 178509597 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 178509596 | HCID 178509596 | 32% |
Reaction Steps
The acid from Example 59 Part A (100 mg, 0.32 mmol), triethylamine (150 μL, 1.2 mmol), and BOP reagent (210 mg, 0.48 mmol) were dissolved in THF (9 mL). The mixture was stirred at rt for 15 min and 4-aminobenzamide (47 mg, 0.35 mmol) was added. The resulting mixture was heated at 70° C. under N2 for 1 h. The mixture was concentrated and then re-dissolved in EtOAc. It was washed with water and brine, dried over Na2SO4, concentrated, and purified by flash chromatography (silica gel, EtOAc/hexane) to give 45 mg of the desired product (32%). MS 436.3 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09079860B2 |
| Source dataset | uspto-grants-2015_07 |
| ORD ID | ord-f4870750af4b40f8aa40232e5a631679 |
| Source note | uspto-grants-2015_07 |