HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetic Acid → HCID 67539132, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | Propanal | HCID 527 | — |
| Reactant | 1,1-Dichloroethane | HCID 6365 | — |
| Reactant | Sodium triacetoxyborohydride | HCID 5049666 | — |
| Reactant | HCID 25123323 | HCID 25123323 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 67539132 | HCID 67539132 | 73% |
Reaction Steps
A mixture 2-amino-5-(3-amino-phenyl)-5-(4-difluoromethoxy-phenyl)-3-methyl-3,5-dihydro-imidazol-4-one (150 mg, 0.43 mmol), propionaldehyde (25 mg, 0.43 mmol), sodium triacetoxyborohydride (184 mg, 0.87 mmol), and acetic acid (0.87 mmol) in dichloroethane (4.3 mL) was stirred at room temperature overnight. The reaction was diluted with methylene chloride and washed with sodium carbonate. The organic layer was concentrated and purified by reverse-phase HPLC followed by treatment with hydrochloric acid to provide the title compound (122 mg, 73%), characterized by NMR and mass spectral analyses. MS (ES+) m/e 389 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07723368B2 |
| Source dataset | uspto-grants-2010_05 |
| ORD ID | ord-30f022f62ba647fb8f98172e53d8e866 |
| Source note | uspto-grants-2010_05 |