Tetrabutylammonium Fluoride Trihydrate → HCID 17874146, compound

HRID 1890494Notes

Reaction equation

HRID 1890494 reaction equation
[Si]([O:8][CH2:9][C:10]1[CH:15]=[CH:14][N:13]=[C:12]([NH:16][CH3:17])[N:11]=1)(C(C)(C)C)(C)C.O.O.O.[F-].C([N+](CCCC)(CCCC)CCCC)CCC>O1CCCC1>[OH:8][CH2:9][C:10]1[CH:15]=[CH:14][N:13]=[C:12]([NH:16][CH3:17])[N:11]=1

Participants

4

Reactant 2

HCID 11726816Tetrabutylammonium Fluoride TrihydrateHCID 57971147HCID 57971147, compound

Product 1

HCID 17874146HCID 17874146, compoundYield 269.5%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

4-tert-Butyldimethylsilyloxymethyl-2-methylaminopyrimidine (40 mg, 0.16 mmol, Reference Compound No. 6-1) was dissolved in tetrahydrofuran (3.0 mL), then a solution of tetrabutylammonium fluoride trihydrate (55 mg, 0.17 mmol) in tetrahydrofuran (3.0 mL) was added thereto, and the mixture was stirred for 40 minutes at room temperature. The reaction mixture was concentrated under reduced pressure. The residue was suspended into 25% methanol-chloroform solution, and the mixture was filtered with silica gel (2.0 g). The filtrate was concentrated under reduced pressure to give 60 mg of the mixture of the title Reference Compound and tetrabutylammonium fluoride as a brown oil.

Workup

  1. concentrationThe reaction mixture was concentrated under reduced pressure
  2. filtrationthe mixture was filtered with silica gel (2.0 g)
  3. concentrationThe filtrate was concentrated under reduced pressure

Sources & evidence

ORD record
ord-4747b4a832f9415a8c721181bef68643
Source dataset
uspto-grants-2013_08
Patent number
US08507485B2

Reaction notes

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