Potassium Carbonate → HCID 25226969, compound

HRID 1666725Notes

Reaction equation

HRID 1666725 reaction equation
C(=O)([O-])[O-].[K+].[K+].[C:7]1([N:13]2[C:17]3([CH2:22][CH2:21][CH2:20][CH2:19][CH2:18]3)[C:16](=[O:23])[NH:15][CH2:14]2)[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1.Cl[CH2:25][C:26]([NH:28][C:29]1[C:34]([CH:35]([CH3:37])[CH3:36])=[CH:33][CH:32]=[CH:31][C:30]=1[CH:38]([CH3:40])[CH3:39])=[O:27]>C(C(C)=O)C>[CH:38]([C:30]1[CH:31]=[CH:32][CH:33]=[C:34]([CH:35]([CH3:36])[CH3:37])[C:29]=1[NH:28][C:26](=[O:27])[CH2:25][N:15]1[C:16](=[O:23])[C:17]2([CH2:22][CH2:21][CH2:20][CH2:19][CH2:18]2)[N:13]([C:7]2[CH:8]=[CH:9][CH:10]=[CH:11][CH:12]=2)[CH2:14]1)([CH3:39])[CH3:40]

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 23637742-Chloro-N-(2,6-diisopropylphenyl)acetamideHCID 57567641HCID 57567641, compound

Product 1

HCID 25226969HCID 25226969, compoundYield 58%

Reagents, catalysts & solvents 1

HCID 6569Methyl Ethyl KetoneSolvent

Procedure

72 mg (0.52 mmol) of potassium carbonate are added to a solution of 120 mg (0.52 mmol) of 1-phenyl-1,3-diazaspiro[4.5]decan-4-one and 132 mg (0.52 mmol) of 2-chloro-N-(2,6-diisopropylphenyl)acetamide (described in Example 1 a) in 20 ml of methyl ethyl ketone. The reaction medium is stirred at room temperature for 12 hours and then for 6 h at reflux. The medium is then filtered and then the residue is chromatographed on silica gel (heptane then heptane/ethyl acetate 50/50, v/v). 135 mg of N-(2,6-diisopropylphenyl)-2-(4-oxo-1-phenyl-1,3-diazaspiro[4.5]dec-3-yl)acetamide are obtained in the form of a white solid. Yield=58%, m.p.=251-3° C.

Workup

  1. temperaturefor 6 h at reflux
  2. filtrationThe medium is then filtered
  3. customthe residue is chromatographed on silica gel (heptane

Sources & evidence

ORD record
ord-5b00fa4b51df4b0f8cbd01afa394addd
Source dataset
uspto-grants-2011_10
Patent number
US08044082B2

Reaction notes

Loading…