HCID 57656343, compound → HCID 57656624, compound

HRID 911612Notes

Reaction equation

HRID 911612 reaction equation
[C:1]([O:5][C:6]([NH:8][CH2:9][C:10]1[CH:11]=[CH:12][C:13]([CH:16]([OH:21])[CH2:17][CH:18]([CH3:20])[CH3:19])=[N:14][CH:15]=1)=[O:7])([CH3:4])([CH3:3])[CH3:2]>O1CCOCC1.[O-2].[O-2].[Mn+4]>[C:1]([O:5][C:6]([NH:8][CH2:9][C:10]1[CH:11]=[CH:12][C:13]([C:16](=[O:21])[CH2:17][CH:18]([CH3:19])[CH3:20])=[N:14][CH:15]=1)=[O:7])([CH3:4])([CH3:3])[CH3:2]

Participants

4

Reactant 1

HCID 57656343HCID 57656343, compound

Product 1

HCID 57656624HCID 57656624, compoundYield 102.6%

Reagents, catalysts & solvents 2

HCID 178418406HCID 178418406, compoundCatalystHCID 312751,4-DioxaneSolvent

Conditions

Temperature
70 °C

Procedure

Add manganese dioxide (240 mg) to a solution of 5-tert-butoxycarbonylaminomethyl-2-(1-hydroxy-3-methyl-butyl)-pyridine (60 mg, 0.2 mmol) in anhydrous 1,4-dioxane (1 mL) at room temperature. Heat the reaction mixture at 70° C. for 2 h. Filter the reaction mixture over Celite® and concentrate in vacuo to afford the desired intermediate (60 mg, 99%).

Workup

  1. filtrationFilter the reaction mixture over Celite®
  2. concentrationconcentrate in vacuo

Sources & evidence

ORD record
ord-2aca27c2b89048fbb6872aea77957697
Source dataset
uspto-grants-2011_09
Patent number
US08022062B2

Reaction notes

Loading…