4-Fluoroaniline → HCID 178512048, compound

HRID 1353405Notes

Reaction equation

HRID 1353405 reaction equation
[Cl:1][C:2]1[CH:11]=[C:10]2[C:5]([C:6]([N:12]3[CH2:17][CH2:16][N:15]([C:18]#[N:19])[CH2:14][CH2:13]3)=[CH:7][CH:8]=[N:9]2)=[CH:4][CH:3]=1.[F:20][C:21]1[CH:27]=[CH:26][C:24]([NH2:25])=[CH:23][CH:22]=1>FC(F)(F)C(O)C(F)(F)F>[Cl:1][C:2]1[CH:11]=[C:10]2[C:5]([C:6]([N:12]3[CH2:13][CH2:14][N:15]([C:18]([NH:25][C:24]4[CH:26]=[CH:27][C:21]([F:20])=[CH:22][CH:23]=4)=[NH:19])[CH2:16][CH2:17]3)=[CH:7][CH:8]=[N:9]2)=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 97314-FluoroanilineHCID 21101963HCID 21101963, compound

Product 1

HCID 178512048HCID 178512048, compound

Reagents, catalysts & solvents 1

HCID 135291,1,1,3,3,3-Hexafluoro-2-propanolSolvent

Procedure

7-Chloro-4-(4-cyanopiperazin-1-yl)quinoline (150 mg, 0.55 mmol) and 4-fluoroaniline (66 μL, 0.7 mmol) in 1,1,1,3,3,3-hexafluoro-2-propanol (5 mL) are heated at 150° C. in a sealed tube for 66 h. The reaction mixture is concentrated, and the residue is purified by column chromatography with CH2Cl2—NH3-MeOH to give the title product as a colorless foam.

Workup

  1. concentrationThe reaction mixture is concentrated
  2. customthe residue is purified by column chromatography with CH2Cl2—NH3-MeOH

Sources & evidence

ORD record
ord-408ce48b79424ab7b4848f4971dd0084
Source dataset
uspto-grants-2007_05
Patent number
US07220856B2

Reaction notes

Loading…