Hydrochloric Acid → HCID 59536852, compound

HRID 2402809Notes

Reaction equation

HRID 2402809 reaction equation
C(OC([NH:8][CH:9]([C:23]1[CH:28]=[CH:27][CH:26]=[C:25]([C:29]([F:32])([F:31])[F:30])[CH:24]=1)[CH2:10][NH:11][S:12]([NH:15]C(=O)OC(C)(C)C)(=[O:14])=[O:13])=O)(C)(C)C.Cl.C(=O)([O-])O.[Na+]>ClCCl.O1CCOCC1.C(OCC)(=O)C>[NH2:8][CH:9]([C:23]1[CH:28]=[CH:27][CH:26]=[C:25]([C:29]([F:32])([F:30])[F:31])[CH:24]=1)[CH2:10][NH:11][S:12](=[O:13])(=[O:14])[NH2:15]

Participants

7

Reactant 3

HCID 313Hydrochloric AcidHCID 516892Sodium BicarbonateHCID 59536878HCID 59536878, compound

Product 1

HCID 59536852HCID 59536852, compound

Reagents, catalysts & solvents 3

HCID 6344DichloromethaneSolventHCID 8857Ethyl AcetateSolventHCID 312751,4-DioxaneSolvent

Procedure

A solution of 100 mg (0.20 mmol) of the compound from Example 133A in 2 ml of dichloromethane was admixed with 2 ml of a 4M solution of hydrogen chloride in dioxane, and the mixture was stirred at RT for 2 h. It was diluted with ethyl acetate and admixed with 10% strength aqueous sodium hydrogen carbonate solution. The alkaline aqueous phase was extracted twice with ethyl acetate. The combined organic phases were dried over sodium sulphate and freed from the solvents on a rotary evaporator. The residue was the title compound (53 mg, 92% of theory).

Workup

  1. extractionThe alkaline aqueous phase was extracted twice with ethyl acetate
  2. dry with materialThe combined organic phases were dried over sodium sulphate
  3. customfreed from the solvents on a rotary evaporator

Sources & evidence

ORD record
ord-5046ff78a4184449b5b8f73ee800989a
Source dataset
uspto-grants-2014_08
Patent number
US08796324B2

Reaction notes

Loading…