Hydrochloric Acid → HCID 58124854, compound

HRID 1971724Notes

Reaction equation

HRID 1971724 reaction equation
[C:1]([N:5]([CH2:13][CH2:14][CH2:15][CH2:16][C:17]#[C:18][C:19]1[S:23][CH:22]=[N:21][CH:20]=1)[C:6](=[O:12])[C:7]([O:9]CC)=[O:8])([CH3:4])([CH3:3])[CH3:2].[OH-].[K+].Cl>O1CCOCC1.O>[C:1]([N:5]([CH2:13][CH2:14][CH2:15][CH2:16][C:17]#[C:18][C:19]1[S:23][CH:22]=[N:21][CH:20]=1)[C:6](=[O:12])[C:7]([OH:9])=[O:8])([CH3:4])([CH3:2])[CH3:3]

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 14797Potassium HydroxideHCID 58124859HCID 58124859, compound

Product 1

HCID 58124854HCID 58124854, compoundYield 106.1%

Reagents, catalysts & solvents 2

HCID 962WaterSolvent2×HCID 312751,4-DioxaneSolvent

Conditions

Temperature
50 °C

Procedure

A solution of 180 mg of 17e in 2 ml of dioxane was mixed with a solution of 120 mg of KOH in 1 ml of water. The mixture was stirred for 1 hr at 50° C. The reaction mixture was cooled and diluted with 10 ml of water, acidified to pH 3 with 1N HCl and the product was extracted into ethyl acetate. The organic extract was washed twice with water, dried and concentrated, to provide 175 mg of 17f as a colorless oil.

Workup

  1. temperatureThe reaction mixture was cooled
  2. extractionthe product was extracted into ethyl acetate
  3. extractionThe organic extract
  4. washwas washed twice with water
  5. customdried
  6. concentrationconcentrated

Sources & evidence

ORD record
ord-6aa9797770544e84899e9dcc94fe7d4e
Source dataset
uspto-grants-2013_04
Patent number
US08431564B2

Reaction notes

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