Hydrochloric Acid → HCID 20095268, compound

HRID 1770077Notes

Reaction equation

HRID 1770077 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[C:7]([O:9][CH3:10])[N:6]=[C:5]([O:11][C:12]2[C:17]([C:18]([O:20]CC[Si](C)(C)C)=[O:19])=[C:16]([C:27]3[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=3)[N:15]=[C:14]([CH3:33])[CH:13]=2)[N:4]=1.[F-].C([N+](CCCC)(CCCC)CCCC)CCC.O.Cl>O1CCCC1>[CH3:10][O:9][C:7]1[CH:8]=[C:3]([O:2][CH3:1])[N:4]=[C:5]([O:11][C:12]2[C:17]([C:18]([OH:20])=[O:19])=[C:16]([C:27]3[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=3)[N:15]=[C:14]([CH3:33])[CH:13]=2)[N:6]=1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 962WaterHCID 2724141Tetrabutylammonium FluorideHCID 20095271HCID 20095271, compound

Product 1

HCID 20095268HCID 20095268, compoundYield 61.2%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

2.0 g (0.004 mol) of 2-trimethylsilylethyl 4-(4,6-dimethoxypyrimidin-2-yloxy)-2-phenyl-6-methylnicotinate was dissolved in 30 ml of tetrahydrofuran, and 12 ml of 1 mol aqueous solution of tetrabutylammonium fluoride was added thereto. The resultant mixture was stirred at room temperature for one night. The reaction mixture was then poured into 200 ml of water, and 1.5 ml of concentrated hydrochloric acid was added thereto. The resultant reaction mixture was extracted with ethyl acetate, and was washed with water. The resultant reaction mixture was then dried with magnesium sulfate, and the solvent was distilled off to obtain 0.9 g of the aimed product.

Workup

  1. additionwas added
  2. customThe resultant reaction mixture
  3. extractionwas extracted with ethyl acetate
  4. washwas washed with water
  5. customThe resultant reaction mixture
  6. dry with materialwas then dried with magnesium sulfate
  7. distillationthe solvent was distilled off

Sources & evidence

ORD record
ord-d2ace3d4c6a04c779f43b494e2010dbd
Source dataset
uspto-grants-1995_01
Patent number
US05385880

Reaction notes

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