Hydrochloric Acid → HCID 86757690, compound

HRID 2270922Notes

Reaction equation

HRID 2270922 reaction equation
[ClH:1].Cl.[C:3]([N:6]1[CH2:12][CH2:11][CH2:10][N:9]([C:13]2[CH:18]=[CH:17][C:16]([N:19]([CH2:27][C:28]3[CH:37]=[CH:36][C:35]4[C:30](=[CH:31][C:32]([C:38](=[NH:40])[NH2:39])=[CH:33][CH:34]=4)[CH:29]=3)[S:20]([CH2:23][C:24]([OH:26])=[O:25])(=[O:22])=[O:21])=[CH:15][C:14]=2[F:41])[CH2:8][CH2:7]1)(=[NH:5])[CH3:4].Cl.O1CCO[CH2:45][CH2:44]1>C(O)C>[ClH:1].[ClH:1].[C:3]([N:6]1[CH2:12][CH2:11][CH2:10][N:9]([C:13]2[CH:18]=[CH:17][C:16]([N:19]([CH2:27][C:28]3[CH:37]=[CH:36][C:35]4[C:30](=[CH:31][C:32]([C:38](=[NH:39])[NH2:40])=[CH:33][CH:34]=4)[CH:29]=3)[S:20]([CH2:23][C:24]([O:26][CH2:44][CH3:45])=[O:25])(=[O:22])=[O:21])=[CH:15][C:14]=2[F:41])[CH2:8][CH2:7]1)(=[NH:5])[CH3:4]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 312751,4-DioxaneHCID 70243390HCID 70243390, compound

Product 1

HCID 86757690HCID 86757690, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

300 mg of [N-[4-(4-acetimidoylhexahydro-1H-1,4-diazepin-1-yl)-3-fluorophenyl]-N-[(7-amidino-2-naphth-yl)methyl]sulfamoyl]acetic acid dihydrochloride obtained in Example 31 was dissolved in 10 ml of ethanol, to which was added 1 ml of a 4 N hydrochloric acid gas-dioxane solution, and stirred at room temperature for 22 hours. The reaction mixture was evaporated, and the resulting residue was dissolved in 20 ml of ethanol, to which was added 2 ml of a 4 N hydrochloric acid gas-dioxane solution, and stirred at room temperature for 7 hours. The reaction mixture was evaporated, and the resulting residue was purified through ODS column chromatography using an eluent solvent of ethanol. A s mall amount of 1 N hydrochloric acid was added to the thus-purified product, which was then freeze-dried to obtain 238 mg of ethyl [N-[4-(4-acetimidoylhexahydro-1H-1,4-diazepin-1-yl)-3-fluorophenyl]-N-[(7-amidino-2-naphthyl)methyl]sulfamoyl]acetate dihydrochloride.

Workup

  1. customThe reaction mixture was evaporated
  2. dissolutionthe resulting residue was dissolved in 20 ml of ethanol, to which
  3. additionwas added 2 ml of a 4 N hydrochloric acid gas-dioxane solution
  4. stirringstirred at room temperature for 7 hours
  5. customThe reaction mixture was evaporated
  6. customthe resulting residue was purified through ODS column chromatography
  7. additionA s mall amount of 1 N hydrochloric acid was added to the thus-purified product, which
  8. customwas then freeze-dried

Sources & evidence

ORD record
ord-b462756d8438413485c89f760a030917
Source dataset
uspto-grants-2001_12
Patent number
US06333320B1

Reaction notes

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