Piperidine → HCID 178467230, compound

HRID 639161

Reaction equation

HRID 639161 reaction equation
[CH3:1][C:2]1[O:6][N:5]=[CH:4][CH:3]=1.C([O-])C.[Na+].[F:11][C:12]([F:26])([F:25])[C:13]1[CH:14]=[C:15]([NH:19][C:20]([CH3:24])=[CH:21][C:22]#[N:23])[CH:16]=[CH:17][CH:18]=1.[CH:27]([C:29]1[CH:36]=[CH:35][C:32]([C:33]#[N:34])=[CH:31][CH:30]=1)=O.N1CCCCC1>C(O)C>[C:2]([C:3]1[CH:27]([C:29]2[CH:36]=[CH:35][C:32]([C:33]#[N:34])=[CH:31][CH:30]=2)[C:21]([C:22]#[N:23])=[C:20]([CH3:24])[N:19]([C:15]2[CH:16]=[CH:17][CH:18]=[C:13]([C:12]([F:25])([F:26])[F:11])[CH:14]=2)[C:4]=1[NH2:5])(=[O:6])[CH3:1]

Participants

7

Reactant 5

HCID 8082PiperidineHCID 660424-CyanobenzaldehydeHCID 798335-MethylisoxazoleHCID 2723922Sodium ethoxideHCID 50752873-{[3-(Trifluoromethyl)phenyl]amino}but-2-enenitrile

Product 1

HCID 178467230HCID 178467230, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Under argon, 100 mg (1.20 mmol) 5-methylisoxazole are dissolved in 2 ml ethanol and 81.90 mg (1.20 mmol) sodium ethanolate are added. The mixture is stirred at room temperature for one hour. Then 272.24 mg (1.20 mmol) of the compound of Example 2A, 157.82 mg (1.20 mmol) 4-formylbenzonitrile and 10.25 mg (11.90 μl, 0.12 mmol) piperidine are added to the mixture which is stirred at reflux overnight. After the reaction is finished, the mixture is purified by preparative HPLC.

Workup

  1. stirringis stirred
  2. temperatureat reflux overnight
  3. customthe mixture is purified by preparative HPLC

Sources & evidence

ORD record
ord-5987c91bd2a2434486cda19897fc2df6
Source dataset
uspto-grants-2010_04
Patent number
US07691854B2

Linked notes

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