Hydrochloric Acid → HCID 67300710, compound

HRID 1015586Notes

Reaction equation

HRID 1015586 reaction equation
[F:1][C:2]1[CH:24]=[CH:23][CH:22]=[C:21]([C:25]([F:28])([F:27])[F:26])[C:3]=1[C:4]([NH:6][C:7]1[S:15][C:10]2[CH2:11][O:12][CH:13]([CH3:14])[C:9]=2[C:8]=1[C:16]([O:18]CC)=[O:17])=[O:5].[OH-].[K+].Cl>C(O)C.O>[F:1][C:2]1[CH:24]=[CH:23][CH:22]=[C:21]([C:25]([F:27])([F:26])[F:28])[C:3]=1[C:4]([NH:6][C:7]1[S:15][C:10]2[CH2:11][O:12][CH:13]([CH3:14])[C:9]=2[C:8]=1[C:16]([OH:18])=[O:17])=[O:5]

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 14797Potassium HydroxideHCID 24748574HCID 24748574, compound

Product 1

HCID 67300710HCID 67300710, compound

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 962WaterSolvent

Procedure

A mixture of Example 1B (334 mg, 0.800 mmol) and solid potassium hydroxide (337 mg, 6.00 mmol) in ethanol (4 mL) and water (1 mL) were heated to reflux for 1 hour. After cooling to room temperature, 1 N aqueous HCl was added dropwise to adjust the mixture to pH 1. The mixture was extracted with ethyl acetate (3×10 mL). The combined extracts were dried over magnesium sulfate, filtered, and concentrated under reduced pressure to provide the title compound. LC-MS (ESI+) m/z 390 (M+H)+.

Workup

  1. temperatureto reflux for 1 hour
  2. extractionThe mixture was extracted with ethyl acetate (3×10 mL)
  3. dry with materialThe combined extracts were dried over magnesium sulfate
  4. filtrationfiltered
  5. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-0ace66a7cbaf476292093b80786b24f1
Source dataset
uspto-grants-2011_07
Patent number
US07985768B2

Reaction notes

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