Tetrabutylammonium Fluoride → HCID 59737244, compound

HRID 1907769Notes

Reaction equation

HRID 1907769 reaction equation
CCCC[N+](CCCC)(CCCC)CCCC.[F-].[NH2:19][C:20]1[CH:25]=[CH:24][C:23]([C:26]2[CH:27]=[C:28]3[C:32](=[CH:33][CH:34]=2)[N:31]([Si](C(C)C)(C(C)C)C(C)C)[CH:30]=[CH:29]3)=[CH:22][C:21]=1[NH:45][C:46](=[O:55])[C:47]1[CH:52]=[CH:51][C:50]([O:53][CH3:54])=[CH:49][CH:48]=1>C1COCC1>[NH2:19][C:20]1[CH:25]=[CH:24][C:23]([C:26]2[CH:27]=[C:28]3[C:32](=[CH:33][CH:34]=2)[NH:31][CH:30]=[CH:29]3)=[CH:22][C:21]=1[NH:45][C:46](=[O:55])[C:47]1[CH:52]=[CH:51][C:50]([O:53][CH3:54])=[CH:49][CH:48]=1

Participants

4

Reactant 2

HCID 2724141Tetrabutylammonium FluorideHCID 59737267HCID 59737267, compound

Product 1

HCID 59737244HCID 59737244, compoundYield 56%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

TBAF (26 μL) was added to a solution of 440 (14 mg, 0.027 mmol) in THF (50 μL), stirred 1 h at room temperature, diluted with ethyl, washed with water, the organic layer was dried (MgSO4), filtered and concentrated. The compound was purified by preparative TLC to afford the title compound 441 (5.4 mg, 56% yield).

Workup

  1. additiondiluted with ethyl
  2. washwashed with water
  3. dry with materialthe organic layer was dried (MgSO4)
  4. filtrationfiltered
  5. concentrationconcentrated
  6. customThe compound was purified by preparative TLC

Sources & evidence

ORD record
ord-ee0bb5da1c5b425882b6e67b01ff948a
Source dataset
uspto-grants-2013_12
Patent number
US08598168B2

Reaction notes

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