Ethylamine hydrochloride → HCID 178464572, compound

HRID 1353397Notes

Reaction equation

HRID 1353397 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:26][C:27]#[N:28])OC4C=CC=CC=4)[CH2:14][CH2:13]3)=[CH:7][CH:8]=[N:9]2)=[CH:4][CH:3]=1.Cl.[CH2:30]([NH2:32])[CH3:31]>C(O)(C)C>[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:26][C:27]#[N:28])[NH:32][CH2:30][CH3:31])[CH2:14][CH2:13]3)=[CH:7][CH:8]=[N:9]2)=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 11198Ethylamine hydrochlorideHCID 87869961HCID 87869961, compound

Product 1

HCID 178464572HCID 178464572, compound

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Procedure

7-Chloro-4-[4-(cyanimino(phenoxy)methyl)piperazin-1-yl]quinoline (0.39 g, 1.0 mmol), ethylamine hydrochloride (1.68 g, 20.6 mmol), and diaza[2.2.2]bicyclooctane (2.24 g, 20.0 mmol) in isopropanol (20 mL) are heated in a sealed tube for 4 h at 110° C. The reaction mixture is concentrated, and the residue is suspended in EtOAc. Washing with water, drying (MgSO4), and removing the solvent leads to a colorless solid, which is washed with hot ether to yield the title product.

Workup

  1. concentrationThe reaction mixture is concentrated
  2. washWashing with water
  3. dry with materialdrying (MgSO4)
  4. customremoving the solvent
  5. washis washed with hot ether

Sources & evidence

ORD record
ord-652068328abc4f35b7a0419fe743a734
Source dataset
uspto-grants-2007_05
Patent number
US07220856B2

Reaction notes

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