Iodoethane → 1,1-Dimethylethyl 4-[(1-ethyl-4-piperidinyl)methyl]-1-piperidinecarboxylate

HRID 1869625Notes

Reaction equation

HRID 1869625 reaction equation
[NH:1]1[CH2:6][CH2:5][CH:4]([CH2:7][CH:8]2[CH2:13][CH2:12][N:11]([C:14]([O:16][C:17]([CH3:20])([CH3:19])[CH3:18])=[O:15])[CH2:10][CH2:9]2)[CH2:3][CH2:2]1.[CH2:21](I)[CH3:22].C([O-])([O-])=O.[K+].[K+]>C(#N)C>[CH2:21]([N:1]1[CH2:2][CH2:3][CH:4]([CH2:7][CH:8]2[CH2:9][CH2:10][N:11]([C:14]([O:16][C:17]([CH3:20])([CH3:19])[CH3:18])=[O:15])[CH2:12][CH2:13]2)[CH2:5][CH2:6]1)[CH3:22]

Participants

5

Reactant 3

HCID 6340IodoethaneHCID 11430Potassium CarbonateHCID 497611974-Piperidin-4-ylmethyl-piperidine-1-carboxylic acid t-butyl ester

Product 1

HCID 688869521,1-Dimethylethyl 4-[(1-ethyl-4-piperidinyl)methyl]-1-piperidinecarboxylate

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

1,1-Dimethylethyl 4-(4-piperidinylmethyl)-1-piperidinecarboxylate (may be prepared as described in Description 2) (2 g), ethyl iodide (0.57 ml) and K2CO3 (1.96 g) were combined in acetonitrile (70 ml) and the reaction mixture was stirred at room temperature for 3 h. The reaction was filtered to remove solids and the solvent evaporated to give the title compound (D7) as a yellow solid (2.5 g).

Workup

  1. filtrationThe reaction was filtered
  2. customto remove solids
  3. customthe solvent evaporated

Sources & evidence

ORD record
ord-9d9a8c3bbd3b4bbb829e5f99c081bf2a
Source dataset
uspto-grants-2009_12
Patent number
US07638631B2

Reaction notes

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