2-Piperidone → HCID 59457504, compound

HRID 1710764Notes

Reaction equation

HRID 1710764 reaction equation
[C:1]1(=[O:7])[NH:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[H-].[Na+].Cl[CH2:11][C:12]1[N:13]=[C:14]([C:17]2[CH:22]=[CH:21][C:20]([O:23][CH2:24][CH2:25][CH2:26][Cl:27])=[CH:19][CH:18]=2)[O:15][CH:16]=1>CN(C)C=O>[Cl:27][CH2:26][CH2:25][CH2:24][O:23][C:20]1[CH:19]=[CH:18][C:17]([C:14]2[O:15][CH:16]=[C:12]([CH2:11][N:6]3[CH2:5][CH2:4][CH2:3][CH2:2][C:1]3=[O:7])[N:13]=2)=[CH:22][CH:21]=1

Participants

5

Reactant 3

HCID 126652-PiperidoneHCID 24758Sodium hydrideHCID 59457464HCID 59457464, compound

Product 1

HCID 59457504HCID 59457504, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
0 °C

Procedure

A suspension of delta-valerolactam (0.14 g, 1.4 mmol, 1 eq) and sodium hydride (60% dispersion in mineral oil, 0.056 g, 1.4 mmol, 1 eq) in N,N-dimethylformamide (10 ml) is cooled to 0° C. and treated with 4-(chloromethyl)-2-[4-(3-chloropropoxy)phenyl]-1,3-oxazole ax57 (0.4 g, 1.4 mmol, 1 eq). The mixture is then stirred at room temperature. After 20 h, the solvent is evaporated, the residue is taken up in ethyl acetate and washed two times with an aqueous solution of sodium hydrogenocarbonate. The organic layer is dried over magnesium sulfate, filtered and concentrated under vacuum to give 0.58 g of 1-({2-[4-(3-chloropropoxy)phenyl]-1,3-oxazol-4-yl}methyl)piperidin-2-one i55 immediately engaged in the next step without any further purification.

Workup

  1. customthe solvent is evaporated
  2. washwashed two times with an aqueous solution of sodium hydrogenocarbonate
  3. dry with materialThe organic layer is dried over magnesium sulfate
  4. filtrationfiltered
  5. concentrationconcentrated under vacuum

Sources & evidence

ORD record
ord-210db43e922f4ef9ac924f1f527c48a6
Source dataset
uspto-grants-2010_09
Patent number
US07790720B2

Reaction notes

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