HuagongsheHuagongshe Chemistry Print Report · For research reference only
Benzoic Acid → HCID 60962724, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Benzoic Acid | HCID 243 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| 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 | 2-Phenylmorpholine--hydrogen chloride (1/1) | HCID 12343539 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 60962724 | HCID 60962724 | 85% |
Reaction Steps
To a stirred suspension of benzoic acid (160 mg, 1 mmol) and 2-phenylmorpholine hydrochloride (300 mg, 1.5 mmol) in acetonitrile (10 ml) was added triethylamine (0.4 ml, 3 mmol) followed by HATU and the reaction mixture was stirred at room temperature for 16 hours. The reaction was diluted with dichloromethane (25 ml) and washed with sodium hydrogen carbonate (25 ml, saturated solution). The organics were collected, dried over magnesium sulfate and concentrated in vacuo. The residue was purified by flash chromatography on silica gel, eluting with ethylacetate to afford the title compound as a clear oil (240 mg, 84% yield). HPLC retention time 5.05 min. Mass spectrum (ES+) m/z 283 (M+H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08258138B2 |
| Source dataset | uspto-grants-2012_09 |
| ORD ID | ord-dda36f40f4ba44969869b63ef25201cf |
| Source note | uspto-grants-2012_09 |