Piperidine → HCID 57228429, compound

HRID 2372380Notes

Reaction equation

HRID 2372380 reaction equation
[CH:1]([O:4][C:5]([C:7]1[CH2:8][CH2:9][N:10]2[C:14](=[CH:15][C:16](SC3C=CC=CC=3)=[O:17])[CH2:13][S:12][C:11]=12)=[O:6])([CH3:3])[CH3:2].[NH:25]1[CH2:30][CH2:29][CH2:28][CH2:27][CH2:26]1>O1CCCC1.FC(F)(F)C([O-])=O.[Ag+]>[CH:1]([O:4][C:5]([C:7]1[CH2:8][CH2:9][N:10]2[C:14](=[CH:15][C:16]([N:25]3[CH2:30][CH2:29][CH2:28][CH2:27][CH2:26]3)=[O:17])[CH2:13][S:12][C:11]=12)=[O:6])([CH3:2])[CH3:3]

Participants

5

Reactant 2

HCID 8082PiperidineHCID 86745568HCID 86745568, compound

Product 1

HCID 57228429HCID 57228429, compoundYield 69.8%

Reagents, catalysts & solvents 2

HCID 76299Silver trifluoroacetateCatalystHCID 8028TetrahydrofuranSolvent

Procedure

1.0 g of S-phenyl (7-isopropoxycarbonyl-2,3,5,6-tetrahydropyrrolo[2,1-b]thiazol-3-ylidene)thioacetate and 1.2 g of piperidine were suspended in 40 ml of tetrahydrofuran and 740 mg of silver trifluoroacetate was added thereto under stirring at room temperature. After 2 hours, the insoluble matters were filtered off and the filtrate was concentrated. The residue was purified by silica gel column chromatography and recrystallized from ethanol. Thus 0.65 g of the title compound was obtained.

Workup

  1. filtrationthe insoluble matters were filtered off
  2. concentrationthe filtrate was concentrated
  3. customThe residue was purified by silica gel column chromatography
  4. customrecrystallized from ethanol

Sources & evidence

ORD record
ord-9e980cd15bf54a28bf5e4e7f075d4c3b
Source dataset
uspto-grants-1992_03
Patent number
US05098919

Reaction notes

Loading…