HCID 68247914, compound → HCID 68247858, compound

HRID 1913547Notes

Reaction equation

HRID 1913547 reaction equation
C(OC([NH:8][CH2:9][CH2:10][CH2:11][CH:12]([CH2:18][C:19]1[N:20]=[CH:21][N:22]([CH:24]2[CH2:29][CH2:28][CH2:27][C:26]([CH3:31])([CH3:30])[CH2:25]2)[CH:23]=1)[C:13]([O:15]CC)=[O:14])=O)(C)(C)C>Cl>[NH2:8][CH2:9][CH2:10][CH2:11][CH:12]([CH2:18][C:19]1[N:20]=[CH:21][N:22]([CH:24]2[CH2:29][CH2:28][CH2:27][C:26]([CH3:31])([CH3:30])[CH2:25]2)[CH:23]=1)[C:13]([OH:15])=[O:14]

Participants

3

Reactant 1

HCID 68247914HCID 68247914, compound

Product 1

HCID 68247858HCID 68247858, compound

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Procedure

To the compound obtained in Step 2 of this Example, 5 N hydrochloric acid (10 mL) was added, and the mixture was heated to reflux for 6 hours. After standing to cool, the solvent was distilled off under reduced pressure. The obtained residue was dissolved in deionized water. To the solution, PoraPak Rxn CX (ion-exchange resin, 2.5 g) was added. The resin was washed with deionized water, followed by elution with a 2.8% ammonia/methanol solution (a solution of 28% ammonia water diluted 10-fold with methanol). The eluate was concentrated to obtain the title compound (158 mg).

Workup

  1. temperaturethe mixture was heated
  2. temperatureto reflux for 6 hours
  3. temperatureto cool
  4. distillationthe solvent was distilled off under reduced pressure
  5. dissolutionThe obtained residue was dissolved in deionized water
  6. additionTo the solution, PoraPak Rxn CX (ion-exchange resin, 2.5 g) was added
  7. washThe resin was washed with deionized water
  8. washfollowed by elution with a 2.8% ammonia/methanol solution (a solution of 28% ammonia water diluted 10-fold with methanol)
  9. concentrationThe eluate was concentrated

Sources & evidence

ORD record
ord-0f65c8c04e2649f8a1d0be5bf9642f46
Source dataset
uspto-grants-2013_12
Patent number
US08609710B2

Reaction notes

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