Potassium Hydroxide → HCID 86707272, compound

HRID 576053Notes

Reaction equation

HRID 576053 reaction equation
[OH-].[K+].[F:3][C:4]1[CH:9]=[C:8]([O:10][CH2:11][CH2:12][C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][N:14]=2)[CH:7]=[CH:6][C:5]=1[NH:19][S:20]([C:23]1[CH:24]=[C:25]2[C:30](=[CH:31][CH:32]=1)[CH2:29][N:28](C(=O)C(F)(F)F)[CH2:27][CH2:26]2)(=[O:22])=[O:21]>C(O)C.O>[F:3][C:4]1[CH:9]=[C:8]([O:10][CH2:11][CH2:12][C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][N:14]=2)[CH:7]=[CH:6][C:5]=1[NH:19][S:20]([C:23]1[CH:24]=[C:25]2[C:30](=[CH:31][CH:32]=1)[CH2:29][NH:28][CH2:27][CH2:26]2)(=[O:22])=[O:21]

Participants

4

Reactant 2

HCID 14797Potassium HydroxideHCID 86707270HCID 86707270, compound

Product 1

HCID 86707272HCID 86707272, compound

Reagents, catalysts & solvents 1

HCID 19096565Water ethanolSolvent

Procedure

Powdered potassium hydroxide (2 mg, 36.2 μmol) was added to a solution of N-{2-fluoro-4-[2-(pyridin-2-yl)ethoxy]phenyl}-2-(trifluoroacetyl)-1,2,3,4-tetrahydroisoquinoline-6-sulfonamide obtained (10 mg) in an ethanol-water mixture (9:1) (2 mL), and the mixture was stirred at room temperature for 3 hr. The reaction mixture was concentrated under reduced pressure and water was added thereto. The mixture was extracted with ethyl acetate and the organic layer was washed with brine and dried over anhydrous magnesium sulfate. Thereafter, the desiccant was filtered off, followed by concentration under reduced pressure to afford the title compound as a colorless solid (10 mg).

Workup

  1. concentrationThe reaction mixture was concentrated under reduced pressure and water
  2. additionwas added
  3. extractionThe mixture was extracted with ethyl acetate
  4. washthe organic layer was washed with brine
  5. dry with materialdried over anhydrous magnesium sulfate
  6. filtrationThereafter, the desiccant was filtered off
  7. concentrationfollowed by concentration under reduced pressure

Sources & evidence

ORD record
ord-9f87dcb787574f2e93d3e8402a765f74
Source dataset
uspto-grants-2015_05
Patent number
US09035059B2

Reaction notes

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