Benzyl chloroformate → HCID 20599015, compound

HRID 1790026Notes

Reaction equation

HRID 1790026 reaction equation
[CH2:1]([O:8][C:9](Cl)=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.Cl.Cl.[F:14][C:15]1[CH:20]=[CH:19][C:18]([C@H:21]2[CH2:26][NH:25][CH2:24][CH2:23][NH:22]2)=[C:17]([CH3:27])[CH:16]=1>C(Cl)Cl>[CH2:1]([O:8][C:9]([N:25]1[CH2:24][CH2:23][NH:22][C@@H:21]([C:18]2[CH:19]=[CH:20][C:15]([F:14])=[CH:16][C:17]=2[CH3:27])[CH2:26]1)=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 10387Benzyl chloroformateHCID 20599020HCID 20599020, compound

Product 1

HCID 20599015HCID 20599015, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Conditions

Temperature
0 °C

Procedure

A solution of benzylchloroformate (376 μL) in dry DCM (20 mL) was added drop-wise to a solution of the 2-(S)-(4-fluoro-2-methyl-phenyl)-piperazine dihydrochloride (700 mg) and TEA (1.1 mL) in DCM (30 mL) previously cooled to 0° C. under a nitrogen atmosphere. The mixture was stirred at r.t. for 2 hrs, then washed with brine. The organic layer was dried, concentrated in vacuo and the residue was purified by flash chromatography (from CH/AcOEt 1:1 to AcOEt 100%) to give the title compound (750 mg) as colourless oil.

Workup

  1. washwashed with brine
  2. customThe organic layer was dried
  3. concentrationconcentrated in vacuo
  4. customthe residue was purified by flash chromatography (from CH/AcOEt 1:1 to AcOEt 100%)

Sources & evidence

ORD record
ord-35bdd3b1dd06456e91d478cc0db0ae3e
Source dataset
uspto-grants-2006_07
Patent number
US07071196B2

Reaction notes

Loading…