HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → HCID 45111502, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | 1-Tert-butylpiperazine | HCID 3530572 | — |
| Reactant | HCID 86640260 | HCID 86640260 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 45111502 | HCID 45111502 | 60% |
Reaction Steps
Triethyl amine (280 μL, 2 mmol) and 1-tert-butyl-piperazine (96 mg, 0.67 mmol) were added to 3-bromomethyl-8-chloro-1-oxo-2-propyl-1,2-dihydro-isoquinoline-4-carboxylic acid [(S)-cyclopropyl-(3-fluoro-phenyl)-methyl]-amide (0.56 mmol) in 10 mL THF. The reaction mixture was stirred at room temperature for 30 minutes and poured into 50 mL 0.5 N NaOH (aq). The mixture was extracted with ethyl acetate (100 mL). The organic phase was washed with brine, dried over MgSO4 and concentrated in vacuo. The crude product was flash chromatographed on silica gel (gradient heptane-ethyl acetate/methanol) to give 190 mg of the title compound, yield 60%. LC-MS (m/z) 567.8 (MH+); tR=1.07.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08242134B2 |
| Source dataset | uspto-grants-2012_08 |
| ORD ID | ord-1dd70b413a5140b2a8ac866bb0357cfd |
| Source note | uspto-grants-2012_08 |