Hydrochloric Acid → HCID 57864049, compound

HRID 1889279Notes

Reaction equation

HRID 1889279 reaction equation
C[O:2][C:3](=[O:30])[C:4]([CH3:29])([NH:6][C:7]([C:9]1[CH:18]=[CH:17][C:16]2[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=2)[C:10]=1[NH:19][CH2:20][CH2:21][CH2:22][C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1)=[O:8])[CH3:5].O.Cl>C1COCC1.[OH-].[Na+].CO>[CH3:29][C:4]([NH:6][C:7]([C:9]1[CH:18]=[CH:17][C:16]2[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=2)[C:10]=1[NH:19][CH2:20][CH2:21][CH2:22][C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1)=[O:8])([CH3:5])[C:3]([OH:30])=[O:2]

Participants

7

Reactant 3

HCID 313Hydrochloric AcidHCID 962WaterHCID 68841578HCID 68841578, compound

Product 1

HCID 57864049HCID 57864049, compoundYield 51.8%

Reagents, catalysts & solvents 3

HCID 887MethanolSolventHCID 8028TetrahydrofuranSolventHCID 14798Sodium HydroxideSolvent

Procedure

6 mg 2-methyl-2-{[1-(3-phenyl-propylamino)-naphthalene-2-carbonyl]-amino}-propionic acid methyl ester in 0.2 ml THF, 40 μl of 2 M sodium hydroxide and 0.2 ml methanol were reacted at room temperature for 3 h. To the mixture 0.5 ml of water were added and the pH was adjusted to 3-4 with 2 M hydrochloride acid. The volatiles were then removed by freeze drying, the resultic residue was suspended in methanol and filtrated. Concentration of the filtrate yielded 3 mg of 2-methyl-2-{[1-(3-phenyl-propylamino)-naphthalene-2-carbonyl]-amino}-propionic acid.

Workup

  1. customThe volatiles were then removed by freeze
  2. customdrying
  3. filtrationfiltrated

Sources & evidence

ORD record
ord-691a5b7eee904271a9b4c38ee1f66065
Source dataset
uspto-grants-2013_08
Patent number
US08501981B2

Reaction notes

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