Hydrochloric Acid → HCID 59009095, compound

HRID 545127Notes

Reaction equation

HRID 545127 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([CH:28]=[CH:29][C:30]=1[Cl:31])[CH2:5][N:6]1[CH2:11][CH2:10][O:9][C@@H:8]([CH2:12][NH:13][C:14](=[O:27])[CH2:15][S:16][C:17]2[S:21][C:20]([C:22]([O:24]CC)=[O:23])=[CH:19][CH:18]=2)[CH2:7]1.[OH-].[Na+].Cl>C(O)C>[C:22]([C:20]1[S:21][C:17]([S:16][CH2:15][C:14]([NH:13][CH2:12][C@@H:8]2[O:9][CH2:10][CH2:11][N:6]([CH2:5][C:4]3[CH:28]=[CH:29][C:30]([Cl:31])=[C:2]([Cl:1])[CH:3]=3)[CH2:7]2)=[O:27])=[CH:18][CH:19]=1)([OH:24])=[O:23]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 67168728HCID 67168728, compound

Product 1

HCID 59009095HCID 59009095, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

The total amount of the resultant product of (237-3) was dissolved in ethanol (5 mL), a 1 mol/L aqueous sodium hydroxide solution (5 mL) was added, and the mixture was stirred overnight at room temperature. 1 mol/L hydrochloric acid was added to the reaction mixture, and the mixture was extracted with ethyl acetate. The extract was dried over anhydrous sodium sulfate, and the solvent was evaporated under reduced pressure. The obtained residue was purified by silica gel column chromatography using a mixed solvent of chloroform and methanol as an eluent. The solvent was evaporated from the eluent to give the title compound (485 mg) as a white solid.

Workup

  1. extractionthe mixture was extracted with ethyl acetate
  2. dry with materialThe extract was dried over anhydrous sodium sulfate
  3. customthe solvent was evaporated under reduced pressure
  4. customThe obtained residue was purified by silica gel column chromatography
  5. customThe solvent was evaporated from the eluent

Sources & evidence

ORD record
ord-5360818f875540258f0d11f839ce6c45
Source dataset
uspto-grants-2011_05
Patent number
US07935700B2

Reaction notes

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