Potassium Carbonate → HCID 22558061, compound

HRID 2300295Notes

Reaction equation

HRID 2300295 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-75c325167853499b8b1a91a183349ad3
Source dataset
uspto-grants-2002_12
Patent number
US06498169B1

Reaction notes

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