Potassium Hydroxide → HCID 178524717, compound

HRID 402652Notes

Reaction equation

HRID 402652 reaction equation
[NH:1]1[C:5]2=[N:6][CH:7]=[CH:8][CH:9]=[C:4]2[C:3]([CH:10]=[C:11]2[O:15][C:14]([NH:16][C:17]3[CH:22]=[CH:21][C:20]([F:23])=[CH:19][C:18]=3[F:24])=[C:13]([C:25]([O:27]CC)=[O:26])[C:12]2=[O:30])=[CH:2]1.[OH-].[K+]>C(O)C.O.Cl>[NH:1]1[C:5]2=[N:6][CH:7]=[CH:8][CH:9]=[C:4]2[C:3]([CH:10]=[C:11]2[O:15][C:14]([NH:16][C:17]3[CH:22]=[CH:21][C:20]([F:23])=[CH:19][C:18]=3[F:24])=[C:13]([C:25]([OH:27])=[O:26])[C:12]2=[O:30])=[CH:2]1

Participants

6

Reactant 2

HCID 14797Potassium HydroxideHCID 178469557HCID 178469557, compound

Product 1

HCID 178524717HCID 178524717, compoundYield 110.2%

Reagents, catalysts & solvents 3

HCID 313Hydrochloric AcidSolventHCID 702EthanolSolventHCID 962WaterSolvent

Conditions

Temperature
95 °C

Procedure

To a solution of the compound (0.20 g, 0.45 mmol) of Example 53 in ethanol (2.0 mL), aqueous 50% w/v potassium hydroxide solution (0.5 mL) was added at ambient temperature. The mixture was stirred at 95° C. for 3 h. Cooled to ambient temperature, diluted with water and conc. hydrochloric acid was added dropwise to neutralize. The precipitate was collected by filtration, washed with ethanol and diisopropyl ether then dried to afford the titled compound as solid (0.19 g, y. 98%).

Workup

  1. additionwas added at ambient temperature
  2. temperatureCooled to ambient temperature
  3. additionwas added dropwise
  4. filtrationThe precipitate was collected by filtration
  5. washwashed with ethanol and diisopropyl ether
  6. customthen dried

Sources & evidence

ORD record
ord-de3d1e6e7f244c00b0e8036aaefcb372
Source dataset
uspto-grants-2014_06
Patent number
US08742113B2

Reaction notes

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