Piperidine → HCID 69284018, compound

HRID 896260Notes

Reaction equation

HRID 896260 reaction equation
[C:1]([C:3]1[CH:8]=[C:7]([O:9][CH3:10])[C:6]([O:11][CH2:12][C@@H:13]2[CH2:15][O:14]2)=[CH:5][C:4]=1[N:16]=[CH:17][N:18]([CH3:20])[CH3:19])#[N:2].[NH:21]1[CH2:26][CH2:25][CH2:24][CH2:23][CH2:22]1>C(Cl)(Cl)Cl.C(O)C>[C:1]([C:3]1[CH:8]=[C:7]([O:9][CH3:10])[C:6]([O:11][CH2:12][C@@H:13]([OH:14])[CH2:15][N:21]2[CH2:26][CH2:25][CH2:24][CH2:23][CH2:22]2)=[CH:5][C:4]=1[N:16]=[CH:17][N:18]([CH3:20])[CH3:19])#[N:2]

Participants

5

Reactant 2

HCID 8082PiperidineHCID 20814261HCID 20814261, compound

Product 1

HCID 69284018HCID 69284018, compoundYield 86%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 6212ChloroformSolvent

Procedure

N′-(2-cyano-5-(2S)-oxiranylmethoxy-4-methoxyphenyl)-N,N-dimethylimidoformamide (850 mg, 3.09 mmol) in chloroform (6 ml) and ethanol (12 ml) was irradiated with piperidine (0.46 ml, 4.6 mmol) in a microwave oven at reflux for 10 minutes. The solvent was evaporated and the residue was purified by silica gel chromatography, eluant CH2Cl2/MeOH 90/10 to give title compound (954 mg, 86%).

Workup

  1. temperatureat reflux for 10 minutes
  2. customThe solvent was evaporated
  3. customthe residue was purified by silica gel chromatography, eluant CH2Cl2/MeOH 90/10

Sources & evidence

ORD record
ord-e989261199564ccc9f414e31695547b4
Source dataset
uspto-grants-2005_07
Patent number
US06919338B2

Reaction notes

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