Sodium Hydroxide → HCID 22936638, compound

HRID 387718Notes

Reaction equation

HRID 387718 reaction equation
[C:1]([C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][C:12]=1[O:13][CH2:14][CH2:15][CH2:16][C:17]([O:19]C)=[O:18])[N:9]=[CH:8][CH:7]=[C:6]2[O:21][C:22]1[CH:27]=[CH:26][C:25]([NH:28][C:29]([NH:31][C:32]2[CH:37]=[CH:36][C:35]([O:38][CH3:39])=[CH:34][CH:33]=2)=[O:30])=[CH:24][CH:23]=1)#[N:2].[OH-].[Na+]>CO>[C:1]([C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][C:12]=1[O:13][CH2:14][CH2:15][CH2:16][C:17]([OH:19])=[O:18])[N:9]=[CH:8][CH:7]=[C:6]2[O:21][C:22]1[CH:23]=[CH:24][C:25]([NH:28][C:29]([NH:31][C:32]2[CH:37]=[CH:36][C:35]([O:38][CH3:39])=[CH:34][CH:33]=2)=[O:30])=[CH:26][CH:27]=1)#[N:2]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 10143024HCID 10143024, compound

Product 1

HCID 22936638HCID 22936638, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
80 °C

Procedure

N-(4-(6-Cyano-7-(3-methoxycarbonylpropoxy)-4-quinolyl)oxyphenyl)-N′-(4-methoxyphenyl)urea (100 mg) was added to a methanol (16 ml) and 2N aqueous sodium hydroxide (3 ml) mixed solvent, and the mixture was heated and stirred at 80° C. for 35 minutes. The reaction solution was filtered, and then 1.2 ml of aqueous 5N hydrochloric acid was added. The precipitated solid was filtered out and washed with methanol and then ether to obtain 50 mg of the target substance as a light yellow solid.

Workup

  1. additionmixed solvent
  2. temperaturethe mixture was heated
  3. filtrationThe reaction solution was filtered
  4. addition1.2 ml of aqueous 5N hydrochloric acid was added
  5. filtrationThe precipitated solid was filtered out
  6. washwashed with methanol
  7. customether to obtain 50 mg of the target substance as a light yellow solid

Sources & evidence

ORD record
ord-f227d0a71f95429bb3db5f3aa3d05f1c
Source dataset
uspto-grants-2013_02
Patent number
US08372981B2

Reaction notes

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