Tetrahydrofuran → HCID 59406980, compound

HRID 76357Notes

Reaction equation

HRID 76357 reaction equation
[Si]([O:8][CH2:9][C:10]1[CH:11]=[CH:12][C:13]([C:16]2(CC(N)=O)[CH2:18][CH2:17]2)=[N:14][CH:15]=1)(C(C)(C)C)(C)C.[F-].[CH2:24]([N+:28](CCCC)(CCCC)CCCC)[CH2:25]CC.[O:41]1CCCC1>>[OH:8][CH2:9][C:10]1[CH:11]=[CH:12][C:13]([C:16]2([NH:28][C:24](=[O:41])[CH3:25])[CH2:17][CH2:18]2)=[N:14][CH:15]=1

Participants

4

Reactant 3

HCID 8028Tetrahydrofuran2×HCID 2724141Tetrabutylammonium FluorideHCID 684316481-[5-(Tert-butyldimethylsilanyloxymethyl)pyridin-2-yl]cyclopropylacetamide

Product 1

HCID 59406980HCID 59406980, compound

Procedure

1-[5-(tert-Butyldimethylsilanyloxymethyl)pyridin-2-yl]cyclopropylacetamide (156 mg) was dissolved in tetrahydrofuran (2 ml), and a solution (1 mol/1, 1.46 ml) of tetrabutylammonium fluoride in tetrahydrofuran was added thereto. The mixture was stirred at room temperature for 25 min. The solvent was evaporated and the obtained residue was purified by column chromatography (Yamazen HI-FLASH™ COLUMN size L, elution solvent: ethyl acetate/methanol) to give the title compound (109 mg).

Workup

  1. customThe solvent was evaporated
  2. customthe obtained residue was purified by column chromatography (Yamazen HI-FLASH™ COLUMN size L, elution solvent: ethyl acetate/methanol)

Sources & evidence

ORD record
ord-d6230fe901cd400d88c4af8eb4f5477a
Source dataset
uspto-grants-2014_09
Patent number
US08835631B2

Reaction notes

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