Tetrahydrofuran → HCID 59406980, compound

HRID 589926Notes

Reaction equation

HRID 589926 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/l, 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-5b981364ca3b42f5a7c56553cef4f7bf
Source dataset
uspto-grants-2016_01
Patent number
US09233969B2

Reaction notes

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