HuagongsheHuagongshe Chemistry Print Report · For research reference only
3-(3-{4-[(6-{[(2R)-2-(2,2-Dimethyl-4H-1,3-benzodioxin-6-yl)-2-hydroxyethyl]amino}hexyl)oxy]butyl}phenyl)imidazolidine-2,4-dione → 3-[3-(4-{[6-([(2R)-2-Hydroxy-2-[4-hydroxy-3-(hydroxymethyl)phenyl]ethyl}amino)hexyl]oxy}butyl)phenyl]imidazolidine-2,4-dione acetate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 3-(3-{4-[(6-{[(2R)-2-(2,2-Dimethyl-4H-1,3-benzodioxin-6-yl)-2-hydroxyethyl]amino}hexyl)oxy]butyl}phenyl)imidazolidine-2,4-dione | HCID 69343998 | — |
| Solvent | Acetic Acid | HCID 176 | — |
| Solvent | Water | HCID 962 | — |
| Product | 3-[3-(4-{[6-([(2R)-2-Hydroxy-2-[4-hydroxy-3-(hydroxymethyl)phenyl]ethyl}amino)hexyl]oxy}butyl)phenyl]imidazolidine-2,4-dione acetate | HCID 56682168 | 135.2% |
Reaction Steps
A solution of 3-(3-{4-[(6-{[(2R)-2-(2,2-dimethyl-4H-1,3-benzodioxin-6-yl)-2-hydroxyethyl]amino}hexyl)oxy]butyl}phenyl)imidazolidine2,4-dione (414 mg) in acetic acid (20 ml) and water (5 ml) was heated to 75° C. for 30 min before evaporating to dryness. The residue was purified by chromatography on Biotage (40 g) eluting with CH2Cl2:MeOH:2M NH3 in MeOH (85:10:5). Appropriate fractions were combined and evaporated to dryness. Acetone (10 ml) was added and the mixture was re-evaporated under reduced pressure to give the title compound (290 mg). LCMS RT=2.44 min, ES+ve 514 (MH)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07144908B2 |
| Source dataset | uspto-grants-2006_12 |
| ORD ID | ord-31a8bf74718743199a18ddae06b64695 |
| Source note | uspto-grants-2006_12 |