(6-[(1-Benzyl-3-pyrrolidinyl)amino]-3-pyridyl)methanol → 6-[(1-Benzyl-3-pyrrolidinyl)amino]nicotinaldehyde

HRID 226295Notes

Reaction equation

HRID 226295 reaction equation
[CH2:1]([N:8]1[CH2:12][CH2:11][CH:10]([NH:13][C:14]2[N:19]=[CH:18][C:17]([CH2:20][OH:21])=[CH:16][CH:15]=2)[CH2:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1>CCOC(C)=O.O=[Mn]=O>[CH2:1]([N:8]1[CH2:12][CH2:11][CH:10]([NH:13][C:14]2[CH:15]=[CH:16][C:17]([CH:20]=[O:21])=[CH:18][N:19]=2)[CH2:9]1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

4

Reactant 1

HCID 68963279(6-[(1-Benzyl-3-pyrrolidinyl)amino]-3-pyridyl)methanol

Product 1

HCID 860957836-[(1-Benzyl-3-pyrrolidinyl)amino]nicotinaldehydeYield 78.7%

Reagents, catalysts & solvents 2

HCID 14801Manganese dioxideCatalystHCID 8857Ethyl AcetateSolvent

Procedure

A mixture of {6-[(1-benzyl-3-pyrrolidinyl)amino]-3-pyridyl}methanol (0.96 g) and MnO2 (2.951 g) in AcOEt (50 ml) was refluxed under stirring for 1.5 hour. After removal of the insoluble material, and the solvent was evaporated in vacuo to give 6-[(1-benzyl-3-pyrrolidinyl)amino]nicotinaldehyde (0.75 g)

Workup

  1. temperaturewas refluxed
  2. customAfter removal of the insoluble material
  3. customthe solvent was evaporated in vacuo

Sources & evidence

ORD record
ord-3a7dca62919c44f0bfa06ced086260d6
Source dataset
uspto-grants-2009_07
Patent number
US07557127B2

Reaction notes

Loading…