Sodium Hydroxide → HCID 22936638, compound

HRID 1433368Notes

Reaction equation

HRID 1433368 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-a11fc46b7ac14a07999fbccd8698ec23
Source dataset
uspto-grants-2009_11
Patent number
US07612092B2

Reaction notes

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