Sodium Hydroxide → HCID 58906994, compound

HRID 1295099Notes

Reaction equation

HRID 1295099 reaction equation
C([O:3][C:4](=[O:40])[C:5]([CH3:39])([O:7][C:8]1[CH:13]=[CH:12][C:11]([CH2:14][N:15]([C:22]2[S:26][C:25]([C:27]3[CH:32]=[CH:31][C:30]([C:33]([F:36])([F:35])[F:34])=[CH:29][CH:28]=3)=[N:24][C:23]=2[CH3:37])[CH2:16][C:17]2[O:18][CH:19]=[CH:20][CH:21]=2)=[CH:10][C:9]=1[CH3:38])[CH3:6])C.[OH-].[Na+]>CCO>[CH3:39][C:5]([O:7][C:8]1[CH:13]=[CH:12][C:11]([CH2:14][N:15]([C:22]2[S:26][C:25]([C:27]3[CH:28]=[CH:29][C:30]([C:33]([F:35])([F:36])[F:34])=[CH:31][CH:32]=3)=[N:24][C:23]=2[CH3:37])[CH2:16][C:17]2[O:18][CH:19]=[CH:20][CH:21]=2)=[CH:10][C:9]=1[CH3:38])([CH3:6])[C:4]([OH:40])=[O:3]

Participants

4

Reactant 2

HCID 14798Sodium Hydroxide2×HCID 58906978HCID 58906978, compound

Product 1

HCID 58906994HCID 58906994, compoundYield 96.2%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
70 °C

Procedure

To a solution of example 92 (120 mg, 0.21 mmol) in EtOH (20 mL) was added 1N NaOH (0.63 mL, 3 eq.) and the reaction was stirred at 70° C. for 2 h. Another 3 eq. of 1N NaOH was added and the reaction stirred for an additional 2 h at 70° C. When all of the starting material had disappeared, the reaction cooled, evaporated to dryness, taken up with 1N HCl, the precipitate collected and washed with water. The precipitate dried under vacuum to afford the title compound as a yellow solid (110 mg, 96%).

Workup

  1. stirringthe reaction stirred for an additional 2 h at 70° C
  2. temperaturethe reaction cooled
  3. customevaporated to dryness
  4. customthe precipitate collected
  5. washwashed with water
  6. customThe precipitate dried under vacuum

Sources & evidence

ORD record
ord-2b0f56ffbe654dcc8b99089352cf1066
Source dataset
uspto-grants-2007_07
Patent number
US07241793B2

Reaction notes

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