Hydrochloric Acid → HCID 86754294, compound

HRID 583115Notes

Reaction equation

HRID 583115 reaction equation
C(OC([C:8]([CH2:10][O:11][NH:12][CH2:13][C:14]1[CH:19]=[CH:18][C:17]([O:20][CH3:21])=[C:16]([N:22]2[CH2:27][CH2:26][N:25]([CH2:28][C:29]3[CH:38]=[CH:37][C:36]4[C:31](=[CH:32][CH:33]=[CH:34][CH:35]=4)[N:30]=3)[CH2:24][CH2:23]2)[CH:15]=1)=[O:9])=O)(C)(C)C.FC(F)(F)C(O)=O.Cl>C(Cl)(Cl)Cl>[N:30]1[C:31]2[C:36](=[CH:35][CH:34]=[CH:33][CH:32]=2)[CH:37]=[CH:38][C:29]=1[CH2:28][N:25]1[CH2:26][CH2:27][N:22]([C:16]2[CH:15]=[C:14]([CH:19]=[CH:18][C:17]=2[O:20][CH3:21])[CH2:13][NH:12][O:11][CH:10]=[C:8]=[O:9])[CH2:23][CH2:24]1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 6422Trifluoroacetic acidHCID 86754295HCID 86754295, compound

Product 1

HCID 86754294HCID 86754294, compoundYield 81.3%

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent2×

Procedure

A mixture comprising 1.3 g of t-butyloxycarbonyl-3-[4-(2-quinolylmethyl)-piperazin-1-yl]-carbonylmethoxy-4-methoxybenzylamine, 14 ml of chloroform and 2.8 g of trifluoroacetic acid, was stirred at room temperature for one day. To the reaction solution, 50 ml of chloroform and 50 ml of 0.5N hydrochloric acid were added, and the mixture was reversely extracted. The aqueous layer was adjusted to pH 12 with an aqueous sodium hydroxide solution and extracted with chloroform. The organic layer was washed with an aqueous potassium carbonate solution and then dried over anhydrous sodium sulfate. Then, the solvent was distilled off under reduced pressure to obtain 850 mg of the above-identified compound as oily substance.

Workup

  1. extractionthe mixture was reversely extracted
  2. extractionextracted with chloroform
  3. washThe organic layer was washed with an aqueous potassium carbonate solution
  4. dry with materialdried over anhydrous sodium sulfate
  5. distillationThen, the solvent was distilled off under reduced pressure

Sources & evidence

ORD record
ord-506daa5711b243f1aacc0ab630a35968
Source dataset
uspto-grants-1999_07
Patent number
US05929074

Reaction notes

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