Hydrazine → 3-[6-Methoxy-4-(2-methyl-quinolin-3-yloxy)-quinolin-7-yloxy]-propylamine

HRID 228976Notes

Reaction equation

HRID 228976 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][C:12]=1[O:13][CH2:14][CH2:15][CH2:16][N:17]1C(=O)C3C(=CC=CC=3)C1=O)[N:9]=[CH:8][CH:7]=[C:6]2[O:28][C:29]1[C:30]([CH3:39])=[N:31][C:32]2[C:37]([CH:38]=1)=[CH:36][CH:35]=[CH:34][CH:33]=2.NN>CN(C)C=O>[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][C:12]=1[O:13][CH2:14][CH2:15][CH2:16][NH2:17])[N:9]=[CH:8][CH:7]=[C:6]2[O:28][C:29]1[C:30]([CH3:39])=[N:31][C:32]2[C:37]([CH:38]=1)=[CH:36][CH:35]=[CH:34][CH:33]=2

Participants

4

Reactant 2

HCID 9321HydrazineHCID 577565442-{3-[6-Methoxy-4-(2-methyl-quinolin-3-yloxy)-quinolin-7-yloxy]-propyl}-isoindole-1,3-dione2×

Product 1

HCID 577564773-[6-Methoxy-4-(2-methyl-quinolin-3-yloxy)-quinolin-7-yloxy]-propylamineYield 100%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

2-{3-[6-Methoxy-4-(2-methyl-quinolin-3-yloxy)-quinolin-7-yloxy]-propyl}-isoindole-1,3-dione (compound 380) (21 mg) was dissolved in N,N-dimethylformamide (2 ml) to prepare a solution. Hydrazine (13 mg) was added to the solution, and the mixture was stirred at room temperature for 4 hr. The solvent was removed by distillation under the reduced pressure. The residue was purified by thin layer chromatography using chloroform-methanol to give the title compound (15 mg, yield 100%).

Workup

  1. customto prepare a solution
  2. customThe solvent was removed by distillation under the reduced pressure
  3. customThe residue was purified by thin layer chromatography

Sources & evidence

ORD record
ord-0cdc22279aee4e8db784da9f3b965c88
Source dataset
uspto-grants-2009_07
Patent number
US07560558B2

Reaction notes

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