Potassium Carbonate → HCID 22558061, compound

HRID 984149Notes

Reaction equation

HRID 984149 reaction equation
[NH:1]1[CH2:6][CH2:5][CH:4]([C:7]([O:9][CH2:10][CH3:11])=[O:8])[CH2:3][CH2:2]1.Cl[CH2:13][C:14]1[CH:19]=[CH:18][N:17]=[C:16]([C:20]2[CH:25]=[C:24]([O:26][CH3:27])[C:23]([O:28][CH3:29])=[C:22]([O:30][CH3:31])[CH:21]=2)[CH:15]=1.C(=O)([O-])[O-].[K+].[K+]>C(#N)C>[CH3:27][O:26][C:24]1[CH:25]=[C:20]([C:16]2[CH:15]=[C:14]([CH2:13][N:1]3[CH2:6][CH2:5][CH:4]([C:7]([O:9][CH2:10][CH3:11])=[O:8])[CH2:3][CH2:2]3)[CH:19]=[CH:18][N:17]=2)[CH:21]=[C:22]([O:30][CH3:31])[C:23]=1[O:28][CH3:29]

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 70770Ethyl 4-piperidinecarboxylateHCID 120192374-Chloromethyl-2-(3,4,5-trimethoxyphenyl) pyridine

Product 1

HCID 22558061HCID 22558061, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

To a solution of ethyl piperidine-4-carboxylate (514 mg) and 4-chloromethyl-2-(3,4,5-trimethoxyphenyl)pyridine (969 mg) in acetonitrile (20 mL) was added potassium carbonate (452 mg). The mixture was stirred at room temperature for 4 hours and evaporated. The residual oil was subjected to a column of silica gel and eluted using hexane-ethyl acetate (2:1) and then chloroform-methanol (40:1). Fractions containing the product were collected and evaporated to give the title compound as white prisms.

Workup

  1. customevaporated
  2. washeluted
  3. additionFractions containing the product
  4. customwere collected
  5. customevaporated

Sources & evidence

ORD record
ord-9e5fb9c6bfa34f5692a3fbbf8b665448
Source dataset
uspto-grants-2005_03
Patent number
US06867221B2

Reaction notes

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