Hydrochloric Acid → HCID 67094881, compound

HRID 1710607Notes

Reaction equation

HRID 1710607 reaction equation
C(OC([N:8]1[CH2:13][CH2:12][N:11]([C:14]2[CH:19]=[C:18]([NH:20][S:21]([C:24]3[CH:29]=[CH:28][CH:27]=[C:26]([O:30][CH:31]([F:33])[F:32])[CH:25]=3)(=[O:23])=[O:22])[CH:17]=[CH:16][C:15]=2[O:34][C:35]([F:38])([F:37])[F:36])[CH2:10][CH2:9]1)=O)(C)(C)C.Cl>ClCCl.C(O)(C)C>[F:33][CH:31]([F:32])[O:30][C:26]1[CH:25]=[C:24]([S:21]([NH:20][C:18]2[CH:17]=[CH:16][C:15]([O:34][C:35]([F:38])([F:36])[F:37])=[C:14]([N:11]3[CH2:10][CH2:9][NH:8][CH2:13][CH2:12]3)[CH:19]=2)(=[O:22])=[O:23])[CH:29]=[CH:28][CH:27]=1

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 57699508HCID 57699508, compound

Product 1

HCID 67094881HCID 67094881, compoundYield 77.2%

Reagents, catalysts & solvents 2

HCID 3776IsopropanolSolventHCID 6344DichloromethaneSolvent

Procedure

0.22 g 4-[5-(3-Difluoromethoxy-benzenesulfonylamino)-2-trifluoromethoxy-phenyl]-piperazine-1-carboxylic acid tert-butyl ester (0.388 mmol) were dissolved in 5 ml dichloromethane. 1.5 mL 6 N hydrochlorid acid in isopropanol were added and the reaction mixture was stirred at room temperature for 2.5 h. The solvents were evaporated, the residue was dissolved in water and the pH was adjusted to 8-9 with 1 N aqueous solution of sodium hydroxide. Thereby a white suspension formed, which was extracted once with a mixture of ethyl acetate and dichloromethane. The still existent suspensions were filtered, and the combined organic filtrates were dried over sodium sulfate, filtered, and the solvent was evaporated under reduced pressure to yield 0.140 g of the desired product.

Workup

  1. customThe solvents were evaporated
  2. dissolutionthe residue was dissolved in water
  3. customThereby a white suspension formed
  4. extractionwhich was extracted once with a mixture of ethyl acetate and dichloromethane
  5. filtrationThe still existent suspensions were filtered
  6. dry with materialthe combined organic filtrates were dried over sodium sulfate
  7. filtrationfiltered
  8. customthe solvent was evaporated under reduced pressure

Sources & evidence

ORD record
ord-fa4d9e7f68c048889f77e6d840a061ec
Source dataset
uspto-grants-2010_09
Patent number
US07790727B2

Reaction notes

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