HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → Phenylmethyl (2S)-4-({2'-fluoro-5'-[({[3-(4-piperidinylmethyl)phenyl]carbonyl}amino) methyl]-3-biphenylyl}methyl)-2-methyl-1-piperazinecarboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Phenylmethyl (2S)-4-[(5'-{[({3-[(1-{[(1,1-dimethylethyl)oxy]carbonyl}-4-Piperidinyl)methyl]phenyl}carbonyl)amino]methyl}-2'-fluoro-3-biphenylyl)methyl]-2-methyl-1-piperazinecarboxylate | HCID 57730435 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | Phenylmethyl (2S)-4-({2'-fluoro-5'-[({[3-(4-piperidinylmethyl)phenyl]carbonyl}amino) methyl]-3-biphenylyl}methyl)-2-methyl-1-piperazinecarboxylate | HCID 11593255 | 67% |
Reaction Steps
To a solution of phenylmethyl (2S)-4-[(5′-{[({3-[(1-{[(1,1-dimethylethyl)oxy]carbonyl}-4-piperidinyl)methyl]phenyl}carbonyl)amino]methyl}-2′-fluoro-3-biphenylyl)methyl]-2-methyl-1-piperazinecarboxylate (673 mg, 0.90 mmol) in 5 mL of 1,4-dioxane was added 5 mL of 4M HCl in 1,4-dioxane. The mixture was stirred at room temperature for 30 min. After removal of the solvent, the crude was purified by Gilson reverse phase HPLC, eluting with acetonitrile/water/0.1% TFA (10/90 to 70/30, v/v, over 12 min), to give the title compound (390 mg, 67%). LC/MS: m/z, 649 (M+H), 1.69 min.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07932247B2 |
| Source dataset | uspto-grants-2011_04 |
| ORD ID | ord-d9043d816aa04eedb11a02d6fa945559 |
| Source note | uspto-grants-2011_04 |