Tetrabutylammonium Fluoride → 908269-32-9

HRID 1446681Notes

Reaction equation

HRID 1446681 reaction equation
C([Si]([C:11]#[C:12][C:13]1[CH:18]=[CH:17][N:16]2[CH:19]=[CH:20][N:21]=[C:15]2[CH:14]=1)(C(C)C)C(C)C)(C)C.[F-].C([N+](CCCC)(CCCC)CCCC)CCC>C1COCC1>[C:12]([C:13]1[CH:18]=[CH:17][N:16]2[CH:19]=[CH:20][N:21]=[C:15]2[CH:14]=1)#[CH:11]

Participants

4

Reactant 2

HCID 2724141Tetrabutylammonium FluorideHCID 68542015HCID 68542015, compound

Product 1

HCID 76849545908269-32-9Yield 71.5%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

Combine 7-[(Triisopropylsilanyl)-ethynyl]-imidazo[1,2-a]pyridine (3.23 g, 10.82 mmol) and tetrabutylammonium fluoride (1.19 mL, 1.19 mmol, 1.0 M in THF) in THF (5 mL). Stir the mixture at room temperature for 40 minutes, then concentrate in vacuo to a black oil. Purify by column chromatography (ethyl acetate) to afford product (1.10 g, 71%). MS(ES), m/z 143.1 (M+1).

Workup

  1. concentrationconcentrate in vacuo to a black oil
  2. customPurify by column chromatography (ethyl acetate)

Sources & evidence

ORD record
ord-28d86eabd71e487092fa970b30067a89
Source dataset
uspto-grants-2010_02
Patent number
US07666879B2

Reaction notes

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