Triacetoxyperiodinane → HCID 86712404, compound

HRID 2174199Notes

Reaction equation

HRID 2174199 reaction equation
[F:1][C:2]1[CH:3]=[CH:4][CH:5]=[C:6]2[C:11]=1[N:10]=[CH:9][C:8]([O:12][C:13]1[C:14]([C:19]([CH3:24])([CH3:23])[CH:20]([OH:22])[CH3:21])=[N:15][CH:16]=[CH:17][CH:18]=1)=[CH:7]2.CC(OI1(OC(C)=O)(OC(C)=O)OC(=O)C2C=CC=CC1=2)=O>ClCCl>[F:1][C:2]1[CH:3]=[CH:4][CH:5]=[C:6]2[C:11]=1[N:10]=[CH:9][C:8]([O:12][C:13]1[C:14]([C:19]([CH3:24])([CH3:23])[C:20](=[O:22])[CH3:21])=[N:15][CH:16]=[CH:17][CH:18]=1)=[CH:7]2

Participants

4

Reactant 2

HCID 159087TriacetoxyperiodinaneHCID 86712403HCID 86712403, compound

Product 1

HCID 86712404HCID 86712404, compoundYield 57.5%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

0.07 g of 3-[3-(8-fluoro-quinolin-3-yloxy)-pyridin-2-yl]-3-methyl-butan-2-ol were dissolved in 3 ml of dichloromethane. 0.27 g of Dess-Martin reagent were added thereto at 0° C. followed by stirring for 30 minutes. Subsequently, the reaction solution was concentrated followed by purifying by silica gel column chromatography to obtain 0.04 g of 3-[3-(8-fluoro-quinolin-3-yloxy)-pyridin-2-yl]-3-methyl-butan-2-one.

Workup

  1. customat 0° C.
  2. concentrationSubsequently, the reaction solution was concentrated
  3. customby purifying by silica gel column chromatography

Sources & evidence

ORD record
ord-430419813378445ca93f467ffc033c41
Source dataset
uspto-grants-2015_06
Patent number
US09060517B2

Reaction notes

Loading…