HCID 12593610, compound → HCID 178457584, compound

HRID 1379616Notes

Reaction equation

HRID 1379616 reaction equation
[N:1]1([CH2:7][C:8]2[CH:9]=[C:10]([CH:24]=[CH:25][CH:26]=2)[O:11][CH2:12]/[CH:13]=[CH:14]\[CH2:15][NH:16][C:17](=[O:23])[CH2:18][S:19][CH2:20][CH2:21][NH2:22])[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[C:27]([N:29]=[C:30](OC)[CH2:31][CH3:32])#[N:28]>C(#N)C>[N:1]1([CH2:7][C:8]2[CH:9]=[C:10]([CH:24]=[CH:25][CH:26]=2)[O:11][CH2:12]/[CH:13]=[CH:14]\[CH2:15][NH:16][C:17](=[O:23])[CH2:18][S:19][CH2:20][CH2:21][NH:22][C:30](=[N:29][C:27]#[N:28])[CH2:31][CH3:32])[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1

Participants

4

Reactant 2

HCID 12593610HCID 12593610, compoundHCID 67649208HCID 67649208, compound

Product 1

HCID 178457584HCID 178457584, compoundYield 14.2%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

There were dissolved 4.0 g (0.0106 mol) of N-[4-[3-(piperidinomethyl)phenoxy]-cis-2-butenyl]-2-(2-aminoethylthio)acetamide and 2.01 g (0.0159 mol) of methyl N-cyanopropioimidate in 40 ml of acetonitrile, and after reflux with heating for 18 hours the solvent was removed under reduced pressure. The residue was purified by silica gel column chromatography (chloroform:ethanol=10:1) to give 0.69 g of the titled compound as oily matter.

Workup

  1. temperatureafter reflux
  2. temperaturewith heating for 18 hours the solvent
  3. customwas removed under reduced pressure
  4. customThe residue was purified by silica gel column chromatography (chloroform:ethanol=10:1)

Sources & evidence

ORD record
ord-59d4346d33e044bcbe4294cee30a6447
Source dataset
uspto-grants-1997_09
Patent number
US05672597

Reaction notes

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