Tetrabutylammonium Fluoride → HCID 25218407, compound

HRID 910677Notes

Reaction equation

HRID 910677 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([C:11]2[CH:16]=[C:15]([N:17]3[CH2:22][CH2:21][N:20]([CH3:23])[CH2:19][CH2:18]3)[CH:14]=[CH:13][N:12]=2)[S:5][C:6]=1[Si](C)(C)C.CCCC[N+](CCCC)(CCCC)CCCC.[F-]>C1COCC1>[Cl:1][C:2]1[CH:3]=[C:4]([C:11]2[CH:16]=[C:15]([N:17]3[CH2:18][CH2:19][N:20]([CH3:23])[CH2:21][CH2:22]3)[CH:14]=[CH:13][N:12]=2)[S:5][CH:6]=1

Participants

4

Reactant 2

HCID 2724141Tetrabutylammonium FluorideHCID 67388225HCID 67388225, compound

Product 1

HCID 25218407HCID 25218407, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

A solution of 1-[2-(4-chloro-5-trimethylsilanyl-thiophen-2-yl)-pyridin-4-yl]-4-methyl-piperazine (20 mg, 0.05 mmol) in THF (1 mL) was treated with TBAF (1 M in THF, 0.2 mL). After 10 h, the resulting mixture was concentrated, diluted with water, and extracted with CH2Cl2. The organic layer was dried and concentrated, and the resulting residue was purified by preparative TLC (CH2Cl2/MeOH) to yield the title compound as a solid.

Workup

  1. concentrationthe resulting mixture was concentrated
  2. additiondiluted with water
  3. extractionextracted with CH2Cl2
  4. customThe organic layer was dried
  5. concentrationconcentrated
  6. customthe resulting residue was purified by preparative TLC (CH2Cl2/MeOH)

Sources & evidence

ORD record
ord-3d77e844432a4e69b09b0b8b52541425
Source dataset
uspto-grants-2011_09
Patent number
US08022209B2

Reaction notes

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