1,1-Dimethylethyl 4-{[1-(1-methylethyl)-4-piperidinyl]methyl}-1-piperidinecarboxylate → 1-Methyl-4-(4-piperidinylmethyl)piperidine

HRID 1869632Notes

Reaction equation

HRID 1869632 reaction equation
C[CH:2]([N:4]1[CH2:9][CH2:8][CH:7]([CH2:10][CH:11]2[CH2:16][CH2:15][N:14](C(OC(C)(C)C)=O)[CH2:13][CH2:12]2)[CH2:6][CH2:5]1)C>Cl.O1CCOCC1>[CH3:2][N:4]1[CH2:9][CH2:8][CH:7]([CH2:10][CH:11]2[CH2:16][CH2:15][NH:14][CH2:13][CH2:12]2)[CH2:6][CH2:5]1

Participants

3

Reactant 1

HCID 688888451,1-Dimethylethyl 4-{[1-(1-methylethyl)-4-piperidinyl]methyl}-1-piperidinecarboxylate

Product 1

HCID 534072351-Methyl-4-(4-piperidinylmethyl)piperidineYield 35.1%

Reagents, catalysts & solvents 1

HCID 204431481,4-Dioxane hydrochlorideSolvent

Procedure

1,1-Dimethylethyl 4-{[1-(1-methylethyl)-4-piperidinyl]methyl}-1-piperidinecarboxylate (may be prepared as described in Description 3) (3.1 g) was stirred in a solution of HCl-Dioxane (50 ml, 4M) for 2 h. The solvent was evaporated and the product was dissolved in saturated potassium carbonate (25 ml). The solution was extracted into dichloromethane (3×50 ml) and the combined organics dried (Na2SO4) and evaporated to give the title compound (D19) (0.658 g).

Workup

  1. customThe solvent was evaporated
  2. dissolutionthe product was dissolved in saturated potassium carbonate (25 ml)
  3. extractionThe solution was extracted into dichloromethane (3×50 ml)
  4. dry with materialthe combined organics dried (Na2SO4)
  5. customevaporated

Sources & evidence

ORD record
ord-8c6b9b13e72e45838b83f2b63b23aba9
Source dataset
uspto-grants-2009_12
Patent number
US07638631B2

Reaction notes

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