Water → HCID 20747421, compound

HRID 2308202Notes

Reaction equation

HRID 2308202 reaction equation
[CH3:1][O:2][CH2:3][CH:4]1[O:30][C:8]2[CH:9]=[C:10]3[C:15](=[CH:16][C:7]=2[O:6][CH:5]1[CH2:31][O:32][CH3:33])[N:14]=[CH:13][N:12]=[C:11]3[NH:17][C:18]1[CH:23]=[CH:22][CH:21]=[C:20]([C:24]#[C:25][Si](C)(C)C)[CH:19]=1.C(=O)([O-])[O-].[K+].[K+].O>CO>[CH3:1][O:2][CH2:3][CH:4]1[O:30][C:8]2[CH:9]=[C:10]3[C:15](=[CH:16][C:7]=2[O:6][CH:5]1[CH2:31][O:32][CH3:33])[N:14]=[CH:13][N:12]=[C:11]3[NH:17][C:18]1[CH:23]=[CH:22][CH:21]=[C:20]([C:24]#[CH:25])[CH:19]=1

Participants

5

Reactant 3

HCID 962WaterHCID 11430Potassium CarbonateHCID 69898250HCID 69898250, compound

Product 1

HCID 20747421HCID 20747421, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

The titled compound of Example 47 (34 mg, 0.073 mmol) was dissolved in 5 ml of methanol, and then added potassium carbonate (26 mg), followed by stirring for 24 hours at a room temperature. Water was added to the reaction mixture, which was then extracted with methylene chloride, dried over MgSO4 and concentrated. The resulting residue was purified by a column chromatography(mobile phase: hexane:ethylacetate:methanol=20:30:1 (v:v:v)) to prepare the titled compound (6 mg, 21%).

Workup

  1. extractionwas then extracted with methylene chloride
  2. dry with materialdried over MgSO4
  3. concentrationconcentrated
  4. customThe resulting residue was purified by a column chromatography(mobile phase
  5. customhexane:ethylacetate:methanol=20:30:1 (v:v:v)) to prepare the titled compound (6 mg, 21%)

Sources & evidence

ORD record
ord-aa85ed85e01a4a6cbe07740347e2357f
Source dataset
uspto-grants-2004_12
Patent number
US06835735B2

Reaction notes

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