Piperidine → HCID 57550252, compound

HRID 548627Notes

Reaction equation

HRID 548627 reaction equation
CC1C=CC(S(O[CH2:12][C@@H:13]2[CH2:16][C:15](=[O:17])[NH:14]2)(=O)=O)=CC=1.C(=O)([O-])[O-].[K+].[K+].[NH:24]1[CH2:29][CH2:28][CH2:27][CH2:26][CH2:25]1>C(#N)C>[N:24]1([CH2:12][C@H:13]2[NH:14][C:15](=[O:17])[CH2:16]2)[CH2:29][CH2:28][CH2:27][CH2:26][CH2:25]1

Participants

5

Reactant 3

HCID 8082PiperidineHCID 11430Potassium CarbonateHCID 57550248HCID 57550248, compound

Product 1

HCID 57550252HCID 57550252, compoundYield 100%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

A mixture of [(2S)-4-oxoazetidin-2-yl]methyl 4-methylbenzenesulfonate a41 (0.23 g, 0.9 mol, 1 eq), potassium carbonate (0.25 g, 1.8 mmol, 2 eq) and piperidine a14 (0.15 ml, 1.5 mmol, 1.6 eq) is refluxed in acetonitrile (5 ml) for 4 h. The reaction mixture is then concentrated and the residue is taken up in ether, filtered and concentrated to give 0.17 g of (4S)-4-(piperidin-1-ylmethyl)azetidin-2-one a42.

Workup

  1. concentrationThe reaction mixture is then concentrated
  2. filtrationfiltered
  3. concentrationconcentrated

Sources & evidence

ORD record
ord-4fe3048304cc4a6b8b85a40ddef8c671
Source dataset
uspto-grants-2011_05
Patent number
US07943605B2

Reaction notes

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