Hydrochloric Acid → HCID 22644773, compound

HRID 2084853Notes

Reaction equation

HRID 2084853 reaction equation
C([O:3][C:4]([CH:6]1[CH2:11][N:10]([CH3:12])[CH2:9][CH2:8][N:7]1[S:13]([C:16]1[CH:21]=[CH:20][C:19]([F:22])=[CH:18][CH:17]=1)(=[O:15])=[O:14])=[O:5])C.[OH-].[Na+].Cl>CO.C1COCC1>[F:22][C:19]1[CH:20]=[CH:21][C:16]([S:13]([N:7]2[CH2:8][CH2:9][N:10]([CH3:12])[CH2:11][CH:6]2[C:4]([OH:5])=[O:3])(=[O:14])=[O:15])=[CH:17][CH:18]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 54433757HCID 54433757, compound

Product 1

HCID 22644773HCID 22644773, compoundYield 74%

Reagents, catalysts & solvents 1

HCID 21899815MeOH tetrahydrofuranSolvent

Procedure

To a solution of 0.390 (1.182 mmol) of the product of Example 53 dissolved in 12 mL of methanol/THF (1:1) was added 5.9 mmol of 1.0N sodium hydroxide solution and the resulting mixture was stirred for 15 h at room temperature. The reaction was then brought to pH 6 with 5% HCl and extracted with dichloromethane. The organics were dried over Na2SO4, filtered and concentrated in vacuo to provide 0.265 g (74%) of the carboxylic acid as a pale yellow solid. Electrospray Mass Spec: 302.9 (M+H)+.

Workup

  1. extractionextracted with dichloromethane
  2. dry with materialThe organics were dried over Na2SO4
  3. filtrationfiltered
  4. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-594a2bef8fa340c2a76831e6beccff35
Source dataset
uspto-grants-2004_04
Patent number
US06716833B2

Reaction notes

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