2-Methyl-2-butene → HCID 57460993, compound

HRID 1674334Notes

Reaction equation

HRID 1674334 reaction equation
[CH2:1]([C:3]1[N:4]=[C:5]([CH2:27][CH2:28][CH3:29])[N:6]([CH2:12][C:13]2[CH:18]=[CH:17][C:16]([C:19]3[C:20]([C:25]#[N:26])=[CH:21][CH:22]=[CH:23][CH:24]=3)=[CH:15][CH:14]=2)[C:7](=[O:11])[C:8]=1[CH:9]=[O:10])[CH3:2].P([O-])(O)(O)=[O:31].[Na+].CC(=CC)C.Cl([O-])=O.[Na+]>C(O)(C)(C)C.C(OCC)(=O)C.O>[C:25]([C:20]1[CH:21]=[CH:22][CH:23]=[CH:24][C:19]=1[C:16]1[CH:17]=[CH:18][C:13]([CH2:12][N:6]2[C:7](=[O:11])[C:8]([C:9]([OH:31])=[O:10])=[C:3]([CH2:1][CH3:2])[N:4]=[C:5]2[CH2:27][CH2:28][CH3:29])=[CH:14][CH:15]=1)#[N:26]

Participants

8

Reactant 4

HCID 105532-Methyl-2-buteneHCID 23668197Sodium ChloriteHCID 23672064Monosodium phosphateHCID 57460976HCID 57460976, compound

Product 1

HCID 57460993HCID 57460993, compoundYield 101.8%

Reagents, catalysts & solvents 3

HCID 962WaterSolventHCID 6386tert-ButanolSolventHCID 8857Ethyl AcetateSolvent

Procedure

To a solution of 4′-[(4-ethyl-5-formyl-6-oxo-2-propylpyrimidin-1(6H)-yl)methyl]biphenyl-2-carbonitrile (0.5 g), sodium dihydrogen phosphate (0.93 g) and 2-methyl-2-butene (4 mL) in tert-butyl alcohol (10 mL)—water (8 mL) was added sodium chlorite (0.7 g), and the mixture was stirred at room temperature for 1 hr. The reaction mixture was diluted with ethyl acetate, washed with 1 M hydrochloric acid and then with saturated brine, and dried over anhydrous sodium sulfate. The solvent was evaporated under reduced pressure to give the title compound as a colorless solid (0.53 g, 100%).

Workup

  1. washwashed with 1 M hydrochloric acid
  2. dry with materialwith saturated brine, and dried over anhydrous sodium sulfate
  3. customThe solvent was evaporated under reduced pressure

Sources & evidence

ORD record
ord-847a53aaecdd4a4487cdc3d0b711d630
Source dataset
uspto-grants-2011_08
Patent number
US07998968B2

Reaction notes

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