Hydrochloric Acid → HCID 22712107, compound

HRID 352556Notes

Reaction equation

HRID 352556 reaction equation
C[O:2][C:3](=[O:28])[CH2:4][NH:5][C:6]1[C:11]([Cl:12])=[C:10]([S:13]([C:16]2[CH:21]=[CH:20][C:19]([OH:22])=[C:18]([CH:23]([CH3:25])[CH3:24])[CH:17]=2)(=[O:15])=[O:14])[C:9]([Cl:26])=[C:8]([F:27])[N:7]=1.[Li+].[OH-].Cl>C1COCC1>[Cl:12][C:11]1[C:6]([NH:5][CH2:4][C:3]([OH:28])=[O:2])=[N:7][C:8]([F:27])=[C:9]([Cl:26])[C:10]=1[S:13]([C:16]1[CH:21]=[CH:20][C:19]([OH:22])=[C:18]([CH:23]([CH3:25])[CH3:24])[CH:17]=1)(=[O:14])=[O:15]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 3939Lithium HydroxideHCID 20732488HCID 20732488, compound

Product 1

HCID 22712107HCID 22712107, compoundYield 89%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To a solution of the title compound of example 53 (90 mg, 0.20 mmol) in THF (2 mL) was added 1N LiOH aqueous solution (0.6 mL). After an hour, the mixture was acidified with 1N HCl and the product was extracted with EtOAc (50 mL). The organic extract was washed with brine (20 mL), dried (Na2SO4), filtered and concentrated and dried in vacuo to afford 77.4 mg (89%) of the title compound as a white solid.

Workup

  1. waitAfter an hour
  2. extractionthe product was extracted with EtOAc (50 mL)
  3. extractionThe organic extract
  4. washwas washed with brine (20 mL)
  5. dry with materialdried (Na2SO4)
  6. filtrationfiltered
  7. concentrationconcentrated
  8. customdried in vacuo

Sources & evidence

ORD record
ord-2e5144bfdd944b1c8ff86dc28799f486
Source dataset
uspto-grants-2004_06
Patent number
US06747048B2

Reaction notes

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