Potassium Carbonate → HCID 20293493, compound

HRID 1413116Notes

Reaction equation

HRID 1413116 reaction equation
C(=O)([O-])[O-].[K+].[K+].[OH:7][C:8]1([CH:14]([CH3:24])[C:15]([NH:17][C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=2)=[O:16])[CH2:13][CH2:12][NH:11][CH2:10][CH2:9]1.Cl[CH2:26][CH2:27][CH2:28][C:29]1([C:34]2[CH:39]=[CH:38][C:37]([F:40])=[CH:36][CH:35]=2)OCC[O:30]1>CC(N(C)C)=O>[F:40][C:37]1[CH:36]=[CH:35][C:34]([C:29](=[O:30])[CH2:28][CH2:27][CH2:26][N:11]2[CH2:12][CH2:13][C:8]([CH:14]([CH3:24])[C:15]([NH:17][C:18]3[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=3)=[O:16])([OH:7])[CH2:9][CH2:10]2)=[CH:39][CH:38]=1

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 27237782-(3-Chloropropyl)-2-(4-fluorophenyl)-1,3-dioxolaneHCID 20293515HCID 20293515, compound

Product 1

HCID 20293493HCID 20293493, compound

Reagents, catalysts & solvents 1

HCID 31374DimethylacetamideSolvent2×

Procedure

11.0 g of potassium carbonate are added to a solution of 11.0 g of crude 2-(4-hydroxy-4-piperidyl)-N-phenylpropionamide in 150 cc of dimethyl acetamide and the mixture is heated to 100° while stirring. A solution of 13.1 g of 2-(3-chloropropyl)-2-(p-fluorophenyl)-1,3-dioxolane in 20 cc of dimethyl acetamide is subsequently added dropwise while stirring vigorously and the temperature is kept at 100° for 4 hours. The solution is subsequently cooled and the potassium carbonate is filtered off and the filtrate concentrated by evaporation at reduced pressure. The resulting compound is used for the next reaction without purification.

Workup

  1. temperaturethe mixture is heated to 100°
  2. stirringwhile stirring vigorously
  3. temperatureThe solution is subsequently cooled
  4. filtrationthe potassium carbonate is filtered off
  5. concentrationthe filtrate concentrated by evaporation at reduced pressure
  6. customThe resulting compound is used for the next reaction without purification

Sources & evidence

ORD record
ord-36898cfc0530469999e8669a6020b742
Source dataset
uspto-grants-1981_02
Patent number
US04248877

Reaction notes

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