2-Methyl-2-butene → HCID 57832754, compound

HRID 729475Notes

Reaction equation

HRID 729475 reaction equation
Cl([O-])=O.[Na+].CC(=CC)C.P([O-])(O)(O)=[O:11].[Na+].[F:16][C:17]([F:46])([F:45])[C:18]1[CH:44]=[CH:43][CH:42]=[CH:41][C:19]=1[O:20][CH:21]1[CH2:26][CH2:25][N:24]([C:27]2[N:32]=[CH:31][C:30]([N:33]3[CH:37]=[C:36]([CH2:38][CH:39]=[O:40])[N:35]=[N:34]3)=[CH:29][N:28]=2)[CH2:23][CH2:22]1>O.CC(C)=O>[F:46][C:17]([F:45])([F:16])[C:18]1[CH:44]=[CH:43][CH:42]=[CH:41][C:19]=1[O:20][CH:21]1[CH2:26][CH2:25][N:24]([C:27]2[N:32]=[CH:31][C:30]([N:33]3[CH:37]=[C:36]([CH2:38][C:39]([OH:11])=[O:40])[N:35]=[N:34]3)=[CH:29][N:28]=2)[CH2:23][CH2:22]1

Participants

7

Reactant 4

HCID 105532-Methyl-2-buteneHCID 23668197Sodium ChloriteHCID 23672064Monosodium phosphateHCID 86621807HCID 86621807, compound

Product 1

HCID 57832754HCID 57832754, compound

Reagents, catalysts & solvents 2

HCID 180AcetoneSolventHCID 962WaterSolvent

Procedure

Into a 10-mL round-bottom flask equipped with a magnetic stirbar was added sodium chlorite (28 mg, 0.31 mmol), 2-methyl-2-butene (32 μL, 0.31 mmol) and sodium dihydrogen phosphate (37 mg, 0.31 mmol) in water (1.0 mL). To this solution was added [1-(2-{4-[2-(trifluoromethyl)phenoxy]piperidin-1-yl}pyrimidin-5-yl)-1H-1,2,3-triazol-4-yl]acetaldehyde (22 mg, 0.05 mmol) dissolved in acetone (1.0 mL). The reaction was stirred at room temperature for 1 h. The reaction was concentrated, poured into a 50-mL separatory funnel containing saturated aqueous KH2PO4 solution (30 mL) and the mixture was extracted with ethyl acetate (3×10 mL). The combined organic layers were washed with brine, dried over magnesium sulfate, filtered and the solvent was evaporated under reduced pressure to give the desired product.

Workup

  1. customInto a 10-mL round-bottom flask equipped with a magnetic stirbar
  2. concentrationThe reaction was concentrated
  3. additionpoured into a 50-mL separatory funnel
  4. additioncontaining saturated aqueous KH2PO4 solution (30 mL)
  5. extractionthe mixture was extracted with ethyl acetate (3×10 mL)
  6. washThe combined organic layers were washed with brine
  7. dry with materialdried over magnesium sulfate
  8. filtrationfiltered
  9. customthe solvent was evaporated under reduced pressure

Sources & evidence

ORD record
ord-3e65e6ece62742259725777d9e55f43f
Source dataset
uspto-grants-2009_09
Patent number
US07582633B2

Reaction notes

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