HuagongsheHuagongshe Chemistry Print Report · For research reference only
Phenylacetic Acid → Tert-butyl (3s)-3-methyl-4-(phenylacetyl)piperazine-1-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Phenylacetic Acid | HCID 999 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | (S)-1-Boc-3-methylpiperazine | HCID 7023035 | — |
| Reactant | Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1) | HCID 9886157 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | Tert-butyl (3s)-3-methyl-4-(phenylacetyl)piperazine-1-carboxylate | HCID 67131985 | 83% |
Reaction Steps
3-Methyl-(3S)-1-piperazinecarboxylic acid, 1,1-dimethylethyl ester (250 mg), benzeneacetic acid (210 mg) and Hunigs base (450 □l) were dissolved in DMF (10 ml) and HATU (720 mg) added portionwise over 2 min. The reaction mixture was stirred for 3 h, diluted with EtOAc, washed with water and brine, dried (MgSO4) and concentrated in vacuo. The residue was purified by chromatography on silica with 25% EtOAc/isohexane as eluent to give the sub-title compound (330 mg)
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08524715B2 |
| Source dataset | uspto-grants-2013_09 |
| ORD ID | ord-1732818959bb4e6aa79ac33906d948fb |
| Source note | uspto-grants-2013_09 |