Piperidine → HCID 86589732, compound

HRID 896268Notes

Reaction equation

HRID 896268 reaction equation
[C:1]([C:3]1[CH2:8][C:7]([O:11][CH3:12])([O:9][CH3:10])[C:6]([O:13][CH2:14][CH2:15][CH2:16]Cl)=[CH:5][C:4]=1[N:18]=[CH:19][N:20]([CH3:22])[CH3:21])#[N:2].[NH:23]1[CH2:28][CH2:27][CH2:26][CH2:25][CH2:24]1.C([O-])([O-])=O.[K+].[K+]>C(#N)C>[C:1]([C:3]1[CH2:8][C:7]([O:11][CH3:12])([O:9][CH3:10])[C:6]([O:13][CH2:14][CH2:15][CH2:16][N:23]2[CH2:28][CH2:27][CH2:26][CH2:25][CH2:24]2)=[CH:5][C:4]=1[N:18]=[CH:19][N:20]([CH3:22])[CH3:21])#[N:2]

Participants

5

Reactant 3

HCID 8082PiperidineHCID 11430Potassium CarbonateHCID 86589733HCID 86589733, compound

Product 1

HCID 86589732HCID 86589732, compoundYield 100%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

N′-(2-cyano-4-methoxy-5-(3-chloropropoxy)4-methoxyphenyl)-N,N-dimethylimidoformamide (3 g, 10 mmol) in acetonitrile (50 ml) was reacted with piperidine (10 ml, 100 mmol) in presence of KI (300 mg, 1.8 mmol) and K2CO3 (2.1 g, 0.015 mmol) at 75° C. under argon for 3 hours. The solvent was evaporated, and the residue purified by silica gel chromatography, Eluant CH2Cl2/MeOH, NH3 3N 95/5 to give title compound (3.48 g, 100%).

Workup

  1. customThe solvent was evaporated
  2. customthe residue purified by silica gel chromatography, Eluant CH2Cl2/MeOH, NH3 3N 95/5

Sources & evidence

ORD record
ord-a330e5141a1042bbba24214acab4b67e
Source dataset
uspto-grants-2005_07
Patent number
US06919338B2

Reaction notes

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