HCID 19382882, compound → HCID 493849, compound

HRID 2400192Notes

Reaction equation

HRID 2400192 reaction equation
[C:1]([NH:4][C:5]1[CH:13]=[CH:12][C:8]([C:9]([O-:11])=[O:10])=[CH:7][C:6]=1[NH:14][C:15](=[O:20])[CH2:16][CH2:17][CH2:18][NH2:19])(=[O:3])[CH3:2]>[OH-].[Na+]>[C:1]([NH:4][C:5]1[CH:13]=[CH:12][C:8]([C:9]([OH:11])=[O:10])=[CH:7][C:6]=1[NH:14][C:15](=[O:20])[CH2:16][CH2:17][CH2:18][NH2:19])(=[O:3])[CH3:2]

Participants

3

Reactant 1

HCID 19382882HCID 19382882, compound

Product 1

HCID 493849HCID 493849, compoundYield 286.4%

Reagents, catalysts & solvents 1

HCID 14798Sodium HydroxideSolvent

Conditions

Temperature
0 °C

Procedure

Compound 22 (60 mg, 0.17 mmol) was dissolved in cold 0.1N NaOH (1.5 mL) and stirred at 0° C. for one hour. The solution was adjusted to pH 7 and the aqueous layer was concentrated to dryness on a rotary evaporator. The residue was dried under vacuum to give 112 (136 mg) as a white solid mixture containing inorganic salts: mp 215°-240° C. (dec). This solid was dissolved in water (5 mL), the insoluble material was filtered, and the filtrate was concentrated to provide 112 (130 mg, 100%): mp 240°-245° C.

Workup

  1. concentrationthe aqueous layer was concentrated to dryness on a rotary evaporator
  2. customThe residue was dried under vacuum

Sources & evidence

ORD record
ord-c8354529120a48a282f381b1cb10b2d7
Source dataset
uspto-grants-1995_09
Patent number
US05453533

Reaction notes

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