Hydrochloric Acid → HCID 86672595, compound

HRID 470682Notes

Reaction equation

HRID 470682 reaction equation
[OH-].[Na+].[Cl:3][C:4]1[CH:12]=[C:11]2[C:7]([C@@:8]3([C@@H:17]([C:18]4[CH:23]=[CH:22][N:21]=[C:20]([Cl:24])[C:19]=4[F:25])[C@H:16]([C:26]([NH:28][C@H:29]4[CH2:34][O:33][C@H:32]([C:35]([O:37]C)=[O:36])[CH2:31][CH2:30]4)=[O:27])[NH:15][C:14]43[CH2:43][CH2:42][C:41]([CH3:45])([CH3:44])[CH2:40][CH2:39]4)[C:9](=[O:13])[NH:10]2)=[CH:6][CH:5]=1.Cl>CO>[Cl:3][C:4]1[CH:12]=[C:11]2[C:7]([C@@:8]3([C@@H:17]([C:18]4[CH:23]=[CH:22][N:21]=[C:20]([Cl:24])[C:19]=4[F:25])[C@H:16]([C:26]([NH:28][C@H:29]4[CH2:34][O:33][C@H:32]([C:35]([OH:37])=[O:36])[CH2:31][CH2:30]4)=[O:27])[NH:15][C:14]43[CH2:39][CH2:40][C:41]([CH3:45])([CH3:44])[CH2:42][CH2:43]4)[C:9](=[O:13])[NH:10]2)=[CH:6][CH:5]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 86672596HCID 86672596, compound

Product 1

HCID 86672595HCID 86672595, compoundYield 60%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

1N sodium hydroxide solution (3 ml) was added to a methanol (10 ml) solution of the compound (1.00 g, 1.58 mmol) obtained in Example 173 and the resulting mixture was stirred at room temperature for 18 hours. 1N hydrochloric acid was added to the reaction mixture to adjust its pH to approximately 6 to 7, followed by extraction with ethyl acetate. The organic layer was washed with brine and dried over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure to give 577 mg (60%) of the title compound as a solid.

Workup

  1. extractionfollowed by extraction with ethyl acetate
  2. washThe organic layer was washed with brine
  3. dry with materialdried over anhydrous magnesium sulfate
  4. customThe solvent was evaporated under reduced pressure

Sources & evidence

ORD record
ord-24de2f991caf41ec8da39508537e0d3a
Source dataset
uspto-grants-2014_01
Patent number
US08629133B2

Reaction notes

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