Isopropyl iodide → HCID 68817055, compound

HRID 734330Notes

Reaction equation

HRID 734330 reaction equation
[C:1]([O:5][C:6]([N:8]1[CH2:13][CH2:12][CH:11]([C:14]([N:16]2[CH2:21][CH2:20][NH:19][CH2:18][C@@H:17]2[CH3:22])=[O:15])[CH2:10][CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2].I[CH:24]([CH3:26])[CH3:25].C(=O)([O-])[O-].[K+].[K+]>C(#N)C>[CH:24]([N:19]1[CH2:20][CH2:21][N:16]([C:14]([CH:11]2[CH2:10][CH2:9][N:8]([C:6]([O:5][C:1]([CH3:4])([CH3:2])[CH3:3])=[O:7])[CH2:13][CH2:12]2)=[O:15])[C@@H:17]([CH3:22])[CH2:18]1)([CH3:26])[CH3:25]

Participants

5

Reactant 3

HCID 6362Isopropyl iodideHCID 11430Potassium CarbonateHCID 68816947HCID 68816947, compound

Product 1

HCID 68817055HCID 68817055, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

(S)-1-[1-(tert-Butoxycarbonyl)-piperidine-4-carbonyl]-2-methylpiperazine (D21)(0.13 g), 2-iodopropane (0.08 ml) and potassium carbonate (0.1 g) in acetonitrile (2 ml) were heated at 120° C. in an Emerys Optimiser microwave for 45 min. The mixture was then filtered and evaporated. The crude product was redissolved in DCM (30 ml) and washed with saturated sodium hydrogen carbonate solution (3×20 ml) and brine (20 ml). The organic layer was dried (MgSO4) and evaporated to give the title compound (D22) as a clear oil (0.11 g)

Workup

  1. filtrationThe mixture was then filtered
  2. customevaporated
  3. dissolutionThe crude product was redissolved in DCM (30 ml)
  4. washwashed with saturated sodium hydrogen carbonate solution (3×20 ml) and brine (20 ml)
  5. dry with materialThe organic layer was dried (MgSO4)
  6. customevaporated

Sources & evidence

ORD record
ord-99586a4c13b84747bcf258898ecc1380
Source dataset
uspto-grants-2009_09
Patent number
US07592347B2

Reaction notes

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