Water → HCID 59841037, compound

HRID 880654Notes

Reaction equation

HRID 880654 reaction equation
[CH3:1][C:2]1[CH:11]=[CH:10][CH:9]=[C:8]2[C:3]=1[C:4](=[O:24])[N:5]([C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1)[C:6]([CH:12]([O:14]C(=O)C)[CH3:13])=[N:7]2.C(=O)([O-])[O-].[K+].[K+].O>CO>[OH:14][CH:12]([C:6]1[N:5]([C:18]2[CH:19]=[CH:20][CH:21]=[CH:22][CH:23]=2)[C:4](=[O:24])[C:3]2[C:8](=[CH:9][CH:10]=[CH:11][C:2]=2[CH3:1])[N:7]=1)[CH3:13]

Participants

5

Reactant 3

HCID 962WaterHCID 11430Potassium CarbonateHCID 59841051HCID 59841051, compound

Product 1

HCID 59841037HCID 59841037, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Compound 180 (0.011 g, 0.034 mmol) was dissolved in methanol (2 mL), and potassium carbonate (0.012 g, 0.085 mmol) was added. The reaction mixture was stirred for 20 min, and then water (20 mL) was added. The mixture was extracted with ethyl acetate (3×10 mL) and the combined organic extracts were washed with saturated brine (10 mL). The organic solution was dried (MgSO4), filtered and concentrated under reduced pressure to give compound 181. ESI-MS m/z=281 (MH+). The reaction described above and compound 181 are shown below.

Workup

  1. extractionThe mixture was extracted with ethyl acetate (3×10 mL)
  2. washthe combined organic extracts were washed with saturated brine (10 mL)
  3. dry with materialThe organic solution was dried (MgSO4)
  4. filtrationfiltered
  5. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-b266083194414d8296ec3d55592be4d7
Source dataset
uspto-grants-2015_03
Patent number
US08993583B2

Reaction notes

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