Hydrochloric Acid → HCID 69545648, compound

HRID 2086268Notes

Reaction equation

HRID 2086268 reaction equation
C(OC([NH:8][N:9]1[C:14](=[O:15])[CH2:13][N:12]([S:16]([C:19]2[CH:28]=[CH:27][C:26]3[C:21](=[CH:22][CH:23]=[C:24]([Cl:29])[CH:25]=3)[CH:20]=2)(=[O:18])=[O:17])[CH2:11][CH:10]1[CH2:30][C:31]([O:33][CH3:34])=[O:32])=O)(C)(C)C.Cl>C(OCC)(=O)C>[NH2:8][N:9]1[C:14](=[O:15])[CH2:13][N:12]([S:16]([C:19]2[CH:28]=[CH:27][C:26]3[C:21](=[CH:22][CH:23]=[C:24]([Cl:29])[CH:25]=3)[CH:20]=2)(=[O:17])=[O:18])[CH2:11][CH:10]1[CH2:30][C:31]([O:33][CH3:34])=[O:32]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 69545678HCID 69545678, compound

Product 1

HCID 69545648HCID 69545648, compoundYield 92.7%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

Methyl 1-(tert-butoxycarbonylamino)-4-[(6-chloro-2-naphthyl)sulfonyl]-6-oxo-2-piperazineacetate (500 mg) was combined with a 4N solution of hydrochloric acid in ethyl acetate (10 ml) and stirred at room temperature for 3 hours. The reaction mixture was concentrated and the residue was combined with an aqueous solution of sodium hydrogen carbonate, extracted with dichloromethane, dried and concentrated to obtain the title compound (373 mg) as a colorless solid.

Workup

  1. concentrationThe reaction mixture was concentrated
  2. extractionextracted with dichloromethane
  3. customdried
  4. concentrationconcentrated

Sources & evidence

ORD record
ord-e5d7a08e531a43358fd47e9a3e9f6ca1
Source dataset
uspto-grants-2004_04
Patent number
US06723722B1

Reaction notes

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