Water → HCID 59841037, compound

HRID 221334Notes

Reaction equation

HRID 221334 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-3e8177dbddb9455da38473109d762d86
Source dataset
uspto-grants-2012_06
Patent number
US08207153B2

Reaction notes

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