HCID 12593610, compound → HCID 178457585, compound

HRID 1292608Notes

Reaction equation

HRID 1292608 reaction equation
[N:1]1([CH2:7][C:8]2[CH:9]=[C:10]([CH:23]=[CH:24][CH:25]=2)[O:11][CH2:12][CH2:13][CH2:14][NH:15][C:16](=[O:22])[CH2:17][S:18][CH2:19][CH2:20][NH2:21])[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[C:26]([N:28]=[C:29](OC)[CH2:30][CH3:31])#[N:27]>C(#N)C>[N:1]1([CH2:7][C:8]2[CH:9]=[C:10]([CH:23]=[CH:24][CH:25]=2)[O:11][CH2:12][CH2:13][CH2:14][NH:15][C:16](=[O:22])[CH2:17][S:18][CH2:19][CH2:20][NH:21][C:29](=[N:28][C:26]#[N:27])[CH2:30][CH3:31])[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1

Participants

4

Reactant 2

HCID 12593610HCID 12593610, compoundHCID 18915889HCID 18915889, compound

Product 1

HCID 178457585HCID 178457585, compoundYield 36.3%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

There were dissolved 4.0 g (0.0164 mol) of N-[3-[3-(piperidinomethyl)phenoxy]propyl]-2-(2-aminoethylthio)acetamide and 1.84 g (0.0164 mol) of methyl N-cyanopropioimidate in 40 ml of acetonitrile, and after reflux with heating for 3 hours, the solvent was removed under reduced pressure. The residue was purified by silica gel column chromatography (chloroform:ethanol=10:1) to give 2.65 g of the titled compound as oily matter.

Workup

  1. temperatureafter reflux
  2. temperaturewith heating for 3 hours
  3. customthe solvent was removed under reduced pressure
  4. customThe residue was purified by silica gel column chromatography (chloroform:ethanol=10:1)

Sources & evidence

ORD record
ord-76d70b70f9e14989965946b838574489
Source dataset
uspto-grants-1998_05
Patent number
US05756822

Reaction notes

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