Hydrochloric Acid → HCID 46222887, compound

HRID 20226Notes

Reaction equation

HRID 20226 reaction equation
CO[CH:3](OC)[CH2:4][NH:5][C:6]([NH:8][CH:9]1[CH2:14][CH2:13][N:12]([C:15]([O:17][CH2:18][C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=2)=[O:16])[CH2:11][CH2:10]1)=[O:7].Cl>O.CO>[O:7]=[C:6]1[NH:5][CH:4]=[CH:3][N:8]1[CH:9]1[CH2:10][CH2:11][N:12]([C:15]([O:17][CH2:18][C:19]2[CH:20]=[CH:21][CH:22]=[CH:23][CH:24]=2)=[O:16])[CH2:13][CH2:14]1

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 46222442Benzyl 4-({[(2,2-dimethoxyethyl)amino]carbonyl}amino)piperidin-1-carboxylate

Product 1

HCID 46222887HCID 46222887, compoundYield 90%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent

Procedure

Benzyl 4-({[(2,2-dimethoxyethyl)amino]carbonyl}amino)piperidin-1-carboxylate (0.37 g) obtained in Example 16a) was dissolved in water (5 mL) and methanol (10 mL), and 1N hydrochloric acid (5 mL) was added thereto. The mixture was stirred at room temperature for 3 days. After the reaction mixture was concentrated under reduced pressure, the residue was diluted with water, and extracted with ethyl acetate. The extract was washed with water and saturated saline solution, and dried over anhydrous sodium sulfate, and the solvent was distilled off under reduced pressure to obtain the title compound (0.27 g, 90%) as a colorless solid.

Workup

  1. concentrationAfter the reaction mixture was concentrated under reduced pressure
  2. additionthe residue was diluted with water
  3. extractionextracted with ethyl acetate
  4. washThe extract was washed with water and saturated saline solution
  5. dry with materialdried over anhydrous sodium sulfate
  6. distillationthe solvent was distilled off under reduced pressure

Sources & evidence

ORD record
ord-636886d4b3a64140a1a10b522bb7f007
Source dataset
uspto-grants-2010_06
Patent number
US07745623B2

Reaction notes

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