Potassium Hydroxide → HCID 11408176, compound

HRID 1013916Notes

Reaction equation

HRID 1013916 reaction equation
[CH2:1]([O:8][C:9]1[CH:34]=[CH:33][C:12]([NH:13][C:14]2[C:23]3[C:18](=[CH:19][C:20]([O:28][CH2:29][CH3:30])=[C:21]([NH:24]C(=O)C)[CH:22]=3)[N:17]=[CH:16][C:15]=2[C:31]#[N:32])=[CH:11][C:10]=1[Cl:35])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[OH-].[K+]>CO>[NH2:24][C:21]1[CH:22]=[C:23]2[C:18](=[CH:19][C:20]=1[O:28][CH2:29][CH3:30])[N:17]=[CH:16][C:15]([C:31]#[N:32])=[C:14]2[NH:13][C:12]1[CH:33]=[CH:34][C:9]([O:8][CH2:1][C:2]2[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=2)=[C:10]([Cl:35])[CH:11]=1

Participants

4

Reactant 2

HCID 14797Potassium HydroxideHCID 67315262N-{4-[4-(Benzyloxy)-3-chloroanilino]-3-cyano-7-ethoxy-6-quinolinyl}acetamide

Product 1

HCID 11408176HCID 11408176, compoundYield 88.9%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A solution of 298 mg (0.612 mmoles) of the purified N-{4-[4-(benzyloxy)-3-chloroanilino]-3-cyano-7-ethoxy-6-quinolinyl}acetamide (example 6) and 97 mg (1.73 mmoles) of potassium hydroxide in 10 ml of methanol was stirred and refluxed for 60 hours. On cooling a solid formed. This mixture was poured onto ice, and the resulting solid was filtered and washed with water. On drying, 242 mg of the title compound was obtained.

Workup

  1. temperaturerefluxed for 60 hours
  2. temperatureOn cooling a solid
  3. customformed
  4. additionThis mixture was poured onto ice
  5. filtrationthe resulting solid was filtered
  6. washwashed with water
  7. customOn drying

Sources & evidence

ORD record
ord-45ff8c83ff3649ffb27c1f69c8f6809a
Source dataset
uspto-grants-2011_07
Patent number
US07982043B2

Reaction notes

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