Benzyl chloroformate → HCID 20599015, compound

HRID 1592789Notes

Reaction equation

HRID 1592789 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-876e4460174c49b08e54202898e08cd0
Source dataset
uspto-grants-2007_11
Patent number
USRE039921E1

Reaction notes

Loading…