Potassium Carbonate → HCID 23382085, compound

HRID 1281190Notes

Reaction equation

HRID 1281190 reaction equation
C([O-])([O-])=O.[K+].[K+].[CH3:7][N:8]1[CH2:13][CH2:12][N:11]([C:14]2[CH:19]=[CH:18][C:17]([CH2:20][N:21]([NH:40][C:41]([O:43][C:44]([CH3:47])([CH3:46])[CH3:45])=[O:42])[CH2:22][C@H:23]([OH:39])[C@@H:24]([NH:32]C(=O)C(F)(F)F)[CH2:25][C:26]3[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=3)=[CH:16][CH:15]=2)[CH2:10][CH2:9]1>CO>[CH3:7][N:8]1[CH2:9][CH2:10][N:11]([C:14]2[CH:19]=[CH:18][C:17]([CH2:20][N:21]([NH:40][C:41]([O:43][C:44]([CH3:47])([CH3:46])[CH3:45])=[O:42])[CH2:22][C@H:23]([OH:39])[C@@H:24]([NH2:32])[CH2:25][C:26]3[CH:27]=[CH:28][CH:29]=[CH:30][CH:31]=3)=[CH:16][CH:15]=2)[CH2:12][CH2:13]1

Participants

4

Reactant 2

HCID 11430Potassium CarbonateHCID 23382087HCID 23382087, compound

Product 1

HCID 23382085HCID 23382085, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

100 ml of a 1N solution of K2CO3 are added dropwise to a solution of 5.8 g (10.0 mmol) of 1-[p-(4-methylpiperazin-1-yl)phenyl]-4(S)-hydroxy-2-(tert-butyloxycarbonyl)amino-5(S)-(trifluoroacetyl)amino-6-phenyl-2-azahexane in 100 ml of methanol and the whole is heated to boiling for 15 h. The mixture is partially concentrated by evaporation, after which methylene chloride and water are added; the water phase is separated off and extracted twice with methylene chloride, after which the organic phases are washed twice with water and brine, dried (Na2SO4) and concentrated by evaporation. Stirring the residue in hexane yields the title compound:

Workup

  1. temperaturethe whole is heated
  2. concentrationThe mixture is partially concentrated by evaporation
  3. additionafter which methylene chloride and water are added
  4. customthe water phase is separated off
  5. extractionextracted twice with methylene chloride
  6. washafter which the organic phases are washed twice with water and brine
  7. dry with materialdried (Na2SO4)
  8. concentrationconcentrated by evaporation

Sources & evidence

ORD record
ord-9de9dac18d534cb7acefa24084749c90
Source dataset
uspto-grants-2002_09
Patent number
US06451973B1

Reaction notes

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