Hydrochloric Acid → HCID 22936808, compound

HRID 387748Notes

Reaction equation

HRID 387748 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]CC)=[O:18])[N:9]=[CH:8][CH:7]=[C:6]2[O:22][C:23]1[CH:28]=[CH:27][C:26]([NH:29][C:30]([NH:32][C:33]2[CH:38]=[CH:37][C:36]([F:39])=[CH:35][CH:34]=2)=[O:31])=[C:25]([F:40])[CH:24]=1)#[N:2].[OH-].[Na+].O.Cl>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:22][C:23]1[CH:28]=[CH:27][C:26]([NH:29][C:30]([NH:32][C:33]2[CH:34]=[CH:35][C:36]([F:39])=[CH:37][CH:38]=2)=[O:31])=[C:25]([F:40])[CH:24]=1)#[N:2]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 22936735HCID 22936735, compoundHCID 23719242Sodium hydroxide--water (1/1/1)

Product 1

HCID 22936808HCID 22936808, compoundYield 30.3%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
80 °C

Procedure

N-(4-(6-Cyano-7-(3-(ethoxycarbonyl)propoxy)-4-quinolyl)oxy-2-fluorophenyl)-N′-(4-fluorophenyl)urea (800 mg) was dissolved in methanol (45 ml), 2N NaOH water (15 ml) was added, and the mixture was heated and stirred for 40 minutes at 80° C. After completion of the reaction, the reaction solution was poured into ice water and neutralized with 1N HCl, and the precipitated solid was filtered out. The obtained solid was washed with water and dried to obtain 230 mg of the title compound.

Workup

  1. temperaturethe mixture was heated
  2. customAfter completion of the reaction
  3. filtrationthe precipitated solid was filtered out
  4. washThe obtained solid was washed with water
  5. customdried

Sources & evidence

ORD record
ord-582e550b1c0843c6ac887a88aa81b446
Source dataset
uspto-grants-2013_02
Patent number
US08372981B2

Reaction notes

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