Potassium Carbonate → HCID 89526040, compound

HRID 1466167Notes

Reaction equation

HRID 1466167 reaction equation
[Br:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[CH2:7][CH:6]([N:11]([C:22](=[O:25])[CH2:23]Cl)[CH2:12][CH2:13][NH:14]C(=O)OC(C)(C)C)[CH2:5]2.Cl.CCOCC.C([O-])([O-])=O.[K+].[K+]>C(Cl)Cl>[Br:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[CH2:7][CH:6]([N:11]1[CH2:12][CH2:13][NH:14][CH2:23][C:22]1=[O:25])[CH2:5]2

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 10953452Ether hydrochlorideHCID 131732690HCID 131732690, compound

Product 1

HCID 89526040HCID 89526040, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of the product from Step B (0.17 g, 0.39 mmol) in 10 mL of DCM was added 5 mL of HCl/Et2O and the mixture was stirred at RT for 2 hours and then concentrated. The residue was dissolved in 20 mL of EtOH and added K2CO3 (163 mg, 1.18 mmol), and then the mixture was refluxed for 4 hours. The reaction mixture was filtered and concentrated and the residue was used directly for next step.

Workup

  1. concentrationconcentrated
  2. dissolutionThe residue was dissolved in 20 mL of EtOH
  3. temperaturethe mixture was refluxed for 4 hours
  4. filtrationThe reaction mixture was filtered
  5. concentrationconcentrated

Sources & evidence

ORD record
ord-b7341e6fdf924e7a920b63f79cbaf09d
Source dataset
uspto-grants-2015_04
Patent number
US08999990B2

Reaction notes

Loading…