N,N-Diethylpiperidine-3-carboxamide → 1-(4-Cyanonaphthalen-1-yl)piperidine-3-carboxylic acid diethylamide

HRID 916312Notes

Reaction equation

HRID 916312 reaction equation
[C:1]([C:3]1[C:12]2[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=2)[C:6](F)=[CH:5][CH:4]=1)#[N:2].[CH2:14]([N:16]([CH2:25][CH3:26])[C:17](=[O:24])[CH:18]1[CH2:23][CH2:22][CH2:21][NH:20][CH2:19]1)[CH3:15]>N1C=CC=CC=1>[CH2:25]([N:16]([CH2:14][CH3:15])[C:17]([CH:18]1[CH2:23][CH2:22][CH2:21][N:20]([C:6]2[C:7]3[C:12](=[CH:11][CH:10]=[CH:9][CH:8]=3)[C:3]([C:1]#[N:2])=[CH:4][CH:5]=2)[CH2:19]1)=[O:24])[CH3:26]

Participants

4

Reactant 2

HCID 18793N,N-Diethylpiperidine-3-carboxamideHCID 27367341-Cyano-4-fluoronaphthalene

Product 1

HCID 115880461-(4-Cyanonaphthalen-1-yl)piperidine-3-carboxylic acid diethylamide

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

A solution of 1-cyano-4-fluoronaphthalene in pyridine (0.6 M, 1 mL) was transferred to a Pyrex tube and N,N-diethylnipecotamide (447 mg, 2.4 mmol) was added. The tube was capped and the reaction tube was exposed to microwave irradiation (220° C., 10 min). The reaction mixture was concentrated and purified according to Purification Method A.

Workup

  1. additionwas added
  2. customThe tube was capped
  3. customthe reaction tube was exposed to microwave irradiation (220° C., 10 min)
  4. concentrationThe reaction mixture was concentrated
  5. custompurified
  6. customaccording to Purification Method A

Sources & evidence

ORD record
ord-a54148002f2746bf853773d4496686ae
Source dataset
uspto-grants-2007_09
Patent number
US07268232B2

Reaction notes

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