Water → HCID 669036, compound

HRID 1059345Notes

Reaction equation

HRID 1059345 reaction equation
[NH2:1][CH:2]1[CH2:7][CH2:6][N:5]([CH2:8][C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)[CH2:4][CH2:3]1.N1C=CC=CC=1.[CH3:21][S:22](Cl)(=[O:24])=[O:23].O>ClCCl>[CH2:8]([N:5]1[CH2:6][CH2:7][CH:2]([NH:1][S:22]([CH3:21])(=[O:24])=[O:23])[CH2:3][CH2:4]1)[C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1

Participants

6

Reactant 4

HCID 962WaterHCID 1049PyridineHCID 31297Methanesulfonyl chlorideHCID 4158521-Benzyl-4-piperidylamine

Product 1

HCID 669036HCID 669036, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of 5.0 g of 4-amino-1-benzylpiperidine in 100 ml of dichloromethane were added 4.1 ml of pyridine and 2.2 ml of methanesulfonyl chloride at 0° C. Then the mixture was reacted at the same temperature for 1 hour. The reaction mixture was poured into water, extracted with ethyl acetate, washed with a saturated aqueous solution of sodium chloride and dried over anhydrous magnesium sulfate. After distilling off the solvent under reduced pressure, the crystals thus precipitated were taken up by filtration to thereby give 7.0 g of the title compound as colorless crystals.

Workup

  1. customThen the mixture was reacted at the same temperature for 1 hour
  2. extractionextracted with ethyl acetate
  3. washwashed with a saturated aqueous solution of sodium chloride
  4. dry with materialdried over anhydrous magnesium sulfate
  5. distillationAfter distilling off the solvent under reduced pressure
  6. customthe crystals thus precipitated
  7. filtrationwere taken up by filtration

Sources & evidence

ORD record
ord-b23563c9fca149cd8e27b9f4f7eb140f
Source dataset
uspto-grants-2003_02
Patent number
US06518423B1

Reaction notes

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