tert-Butyl piperazine-1-carboxylate → HCID 178418197, compound
Reaction equation
CC(C)(C)OC(=O)N1CCNCC1.CCOc1ccc(Br)cc1Cl>CC(=O)O.CC(=O)O.Cc1ccccc1.O=C([O-])[O-].[Cs+].[Cs+].[Pd].c1ccc(P(c2ccccc2)c2ccc3ccccc3c2-c2c(P(c3ccccc3)c3ccccc3)ccc3ccccc23)cc1>CCOc1ccc(N2CCN(C(=O)OC(C)(C)C)CC2)cc1ClParticipants
7
Reactant 2
Product 1
Reagents, catalysts & solvents 4
Conditions
- Temperature
- 80 °C
Procedure
In a 50 mL round-bottomed flask, PALLADIUM ACETATE (0.014 g, 0.06 mmol) was treated with BINAP (0.079 g, 0.13 mmol) under nitrogen in degassed Toluene (12.74 ml). The reaction was heated to 80 °C and was stirred for 10 min. To the flask was then added tert-butyl piperazine-1-carboxylate (0.237 g, 1.27 mmol), cesium carbonate (0.208 g, 0.64 mmol), potassium carbonate (0.176 g, 1.27 mmol), and 18-CROWN-6 (0.034 g, 0.13 mmol). The reaction was then treated with 4-bromo-2-chloro-1-ethoxybenzene (0.300 g, 1.27 mmol) and was allowed to stir at 80°C 5 h. **LCMS High pH:** No reaction observed
Sources & evidence
- ORD record
- ord-3dc45e0d006e4925b34d5e9919e16fc1
- Source dataset
- 750 AstraZeneca ELN dataset
- Original link
- View source
Reaction notes
Loading…