Water → HCID 4409545, compound

HRID 1174589Notes

Reaction equation

HRID 1174589 reaction equation
C[O:2][C:3]([C:5]1[CH:24]=[CH:23][C:8]([CH2:9][NH:10][C:11](=[O:22])[NH:12][C:13]2[CH:17]=[CH:16][S:15][C:14]=2[C:18](OC)=[O:19])=[CH:7][CH:6]=1)=[O:4].[OH-].[Na+].O>CO>[O:22]=[C:11]1[NH:12][C:13]2[CH:17]=[CH:16][S:15][C:14]=2[C:18](=[O:19])[N:10]1[CH2:9][C:8]1[CH:23]=[CH:24][C:5]([C:3]([OH:2])=[O:4])=[CH:6][CH:7]=1

Participants

5

Reactant 3

HCID 962WaterHCID 14798Sodium HydroxideHCID 22478878HCID 22478878, compound

Product 1

HCID 4409545HCID 4409545, compoundYield 95.1%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
60 °C

Procedure

To a suspension of 253 (422 mg, 1.21 mmol) in MeOH (15 ml) was added NaOH (145 mg, 3.63 mmol). The reaction mixture was heated at 60° C. during 16 h. Water (1 ml) was then added and the reaction mixture was stirred for 1 more hour. The solvent was evaporated and the residue was dissolved in water and acidified to pH 5 with HCl 1M. The precipitate was filtered to afford the desired compound 254 (348 mg, 95%) as a white solid. LRMS: 302.0 (Calc.); 303.0 (found).

Workup

  1. customThe solvent was evaporated
  2. dissolutionthe residue was dissolved in water
  3. filtrationThe precipitate was filtered

Sources & evidence

ORD record
ord-bbed2546547a43f391c0dde6b4a8e87a
Source dataset
uspto-grants-2010_11
Patent number
US07838520B2

Reaction notes

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