Potassium Hydroxide → HCID 178434529, compound

HRID 850093Notes

Reaction equation

HRID 850093 reaction equation
[OH-].[K+].[F:3][C:4]1[CH:9]=[C:8]([F:10])[CH:7]=[CH:6][C:5]=1[C@:11]([OH:36])([C@H:18]([C:20]1[CH:25]=[CH:24][C:23]([C:26]2[C:27]([CH3:35])=[N:28][NH:29][C:30]=2[Si](C)(C)C)=[CH:22][CH:21]=1)[CH3:19])[CH2:12][N:13]1[CH:17]=[N:16][CH:15]=[N:14]1>O.C(O)C>[F:3][C:4]1[CH:9]=[C:8]([F:10])[CH:7]=[CH:6][C:5]=1[C@:11]([OH:36])([C@H:18]([C:20]1[CH:25]=[CH:24][C:23]([C:26]2[C:27]([CH3:35])=[N:28][NH:29][CH:30]=2)=[CH:22][CH:21]=1)[CH3:19])[CH2:12][N:13]1[CH:17]=[N:16][CH:15]=[N:14]1

Participants

5

Reactant 2

HCID 14797Potassium HydroxideHCID 178434691HCID 178434691, compound

Product 1

HCID 178434529HCID 178434529, compound

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 962WaterSolvent

Procedure

A solution of potassium hydroxide (0.26 g, 4.6 mmol) in water (2.8 ml) was added to a solution of (2R,3S)-2-(2,4-difluorophenyl)-3-(4-[3-methyl-5-trimethylsilylpyrazol-4-yl]phenyl)-1-(1,2,4-triazol-1-yl)butan-2-ol (0.22 g, 0.45 mmol) in ethanol (12 ml) and the mixture was heated under reflux for 4 hours. The cooled mixture was evaporated under reduced pressure and the residue partitioned between ethyl acetate (20 ml) and water (25 ml). The aqueous phase was further extracted with ethyl acetate (2×20 ml) and the combined organic layers were washed with brine (20 ml), dried(Na2SO4) and evaporated under reduced pressure.

Workup

  1. temperaturethe mixture was heated
  2. temperatureunder reflux for 4 hours
  3. customThe cooled mixture was evaporated under reduced pressure
  4. customthe residue partitioned between ethyl acetate (20 ml) and water (25 ml)
  5. extractionThe aqueous phase was further extracted with ethyl acetate (2×20 ml)
  6. washthe combined organic layers were washed with brine (20 ml), dried(Na2SO4)
  7. customevaporated under reduced pressure

Sources & evidence

ORD record
ord-06abf38cccf1437b80f590306812b171
Source dataset
uspto-grants-2000_01
Patent number
US06015825

Reaction notes

Loading…