Ethanol → HCID 86707278, compound

HRID 576077Notes

Reaction equation

HRID 576077 reaction equation
C(O)C.[OH-].[K+].[CH:6]1([CH2:11][CH2:12][CH2:13][C:14]2[CH:19]=[CH:18][C:17]([N:20]([CH2:40][C:41]3[CH:46]=[CH:45][C:44]([O:47][CH3:48])=[CH:43][CH:42]=3)[S:21]([C:24]3[CH:25]=[C:26]4[C:31](=[CH:32][CH:33]=3)[CH2:30][N:29](C(=O)C(F)(F)F)[CH2:28][CH2:27]4)(=[O:23])=[O:22])=[C:16]([F:49])[CH:15]=2)[CH2:10][CH2:9][CH2:8][CH2:7]1>O1CCCC1.O>[CH:6]1([CH2:11][CH2:12][CH2:13][C:14]2[CH:19]=[CH:18][C:17]([N:20]([CH2:40][C:41]3[CH:46]=[CH:45][C:44]([O:47][CH3:48])=[CH:43][CH:42]=3)[S:21]([C:24]3[CH:25]=[C:26]4[C:31](=[CH:32][CH:33]=3)[CH2:30][NH:29][CH2:28][CH2:27]4)(=[O:22])=[O:23])=[C:16]([F:49])[CH:15]=2)[CH2:10][CH2:9][CH2:8][CH2:7]1

Participants

6

Reactant 3

HCID 702EthanolHCID 14797Potassium HydroxideHCID 86707279HCID 86707279, compound

Product 1

HCID 86707278HCID 86707278, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 8028TetrahydrofuranSolvent

Procedure

An aqueous solution (10 mL) of ethanol (20 mL) and potassium hydroxide (730 mg, 12.86 mmol) was added to a solution of N-[4-(3-cyclopentylpropyl)-2-fluorophenyl]-N-(4-methoxybenzyl)-2-(trifluoroacetyl)-1,2,3,4-tetrahydroisoquinoline-6-sulfonamide obtained (4.07 g, 6.43 mmol) in tetrahydrofuran (10 mL), and the mixture was stirred at room temperature for 15 hr. The mixture was diluted with water and extracted with chloroform. The organic layer was concentrated under reduced pressure, a mixed solvent of hexane and ethyl acetate (6:1) was added to the residue, and a precipitated solid was collected by filtration to afford the title compound as a colorless powder (3.11 g).

Workup

  1. extractionextracted with chloroform
  2. concentrationThe organic layer was concentrated under reduced pressure
  3. additiona mixed solvent of hexane and ethyl acetate (6:1) was added to the residue
  4. filtrationa precipitated solid was collected by filtration

Sources & evidence

ORD record
ord-a125bdb128e448258d8a63641912379e
Source dataset
uspto-grants-2015_05
Patent number
US09035059B2

Reaction notes

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