Sodium Carbonate → HCID 19903224, compound

HRID 2372322Notes

Reaction equation

HRID 2372322 reaction equation
O.[NH:2]1[CH2:7][CH2:6][CH:5]([CH2:8][N:9]2[CH2:13][CH2:12][CH2:11][C:10]2=[O:14])[CH2:4][CH2:3]1.[CH2:15]([O:22][C:23]1[C:24](Cl)=[N:25][C:26]([C:29]([F:32])([F:31])[F:30])=[N:27][CH:28]=1)[C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1.C(=O)([O-])[O-].[Na+].[Na+]>C(#N)C>[C:16]1([CH2:15][O:22][C:23]2[C:24]([N:2]3[CH2:3][CH2:4][CH:5]([CH2:8][N:9]4[CH2:13][CH2:12][CH2:11][C:10]4=[O:14])[CH2:6][CH2:7]3)=[N:25][C:26]([C:29]([F:31])([F:32])[F:30])=[N:27][CH:28]=2)[CH:17]=[CH:18][CH:19]=[CH:20][CH:21]=1

Participants

5

Reactant 3

HCID 10340Sodium CarbonateHCID 19903228HCID 19903228, compoundHCID 21695005HCID 21695005, compound

Product 1

HCID 19903224HCID 19903224, compoundYield 79.8%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

A mixture of 1-[(4-piperidinyl)methyl]-2-pyrrolidinone hydrate (XXV 0.63 g, 3.46 mmol), compound XXIV (1.0 g, 3.46 mmol), and sodium carbonate (0.8 g, 6.92 mmol) in acetonitrile (20 mL) was refluxed for 18 hr. The mixture was cooled, filtered, and concentrated in vacuo. The residue was chromatographed on silica gel using ethyl acetate as the eluent to give the desired product (1.2 g, 79.8%, mp: 155°-157°).

Workup

  1. temperaturewas refluxed for 18 hr
  2. temperatureThe mixture was cooled
  3. filtrationfiltered
  4. concentrationconcentrated in vacuo
  5. customThe residue was chromatographed on silica gel

Sources & evidence

ORD record
ord-7e3356a2ed8b4560b8f360488d0c939b
Source dataset
uspto-grants-1992_03
Patent number
US05098904

Reaction notes

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