Sodium Carbonate → HCID 9818489, compound

HRID 2287640Notes

Reaction equation

HRID 2287640 reaction equation
Cl[CH2:2][CH2:3][CH2:4][N:5]1[CH2:10][CH2:9][CH2:8][CH2:7][C:6]1=[O:11].[F:12][C:13]1[CH:18]=[CH:17][C:16]([N:19]2[CH2:24][CH2:23][NH:22][CH2:21][CH2:20]2)=[CH:15][CH:14]=1.C([O-])([O-])=O.[Na+].[Na+].N[C@H](C(O)=O)CC1C=C2C(C=CC=C2)=CC=1>CN(C=O)C>[F:12][C:13]1[CH:14]=[CH:15][C:16]([N:19]2[CH2:24][CH2:23][N:22]([CH2:2][CH2:3][CH2:4][N:5]3[CH2:10][CH2:9][CH2:8][CH2:7][C:6]3=[O:11])[CH2:21][CH2:20]2)=[CH:17][CH:18]=1

Participants

6

Reactant 4

HCID 10340Sodium CarbonateHCID 752601-(4-Fluorophenyl)piperazineHCID 1859152-NaphthylalanineHCID 14526712HCID 14526712, compound

Product 1

HCID 9818489HCID 9818489, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

A mixture of 1-chloro-3-[2-oxopiperidin-yl]propane (2.1 g, 12 mmol), 1-(4-fluorophenyl)piperazine (2.16 g, 12 mmol), anhydrous Na2CO3 (0.618 g, 6.2 mmol) and Nal (0.18 g, 1.2 mmol) in dry DMF (10 ml) was stirred at 800.English Pound. for 14 hrs. The reaction mixture was cooled, poured on water (30 ml) and the separated residue was extracted with CHCl3 (2×35 ml). The extracts were dried over Na2SO4 and concentrated under reduced pressure to give 1-[4-(4-fluorophenyl)piperazin-1-yl]-3-[2-oxopiperidin-1-yl]propane as an oil which was purified by column chromatography over silica gel using chloroform as eluent, yield 2.40 g (63.0%).

Workup

  1. temperatureThe reaction mixture was cooled
  2. additionpoured on water (30 ml)
  3. extractionthe separated residue was extracted with CHCl3 (2×35 ml)
  4. dry with materialThe extracts were dried over Na2SO4
  5. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-2ca7b55f7f5a4306b37bbc609b388b56
Source dataset
uspto-grants-2000_07
Patent number
US06084097

Reaction notes

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