HCID 68966904, compound → HCID 86603725, compound

HRID 2376110Notes

Reaction equation

HRID 2376110 reaction equation
[CH2:1]([N:8]1[CH2:12][CH2:11][CH:10]([NH:13][C:14]2[N:19]=[C:18]([CH3:20])[C:17]([CH2:21][OH:22])=[CH:16][N: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[N:19]=[C:18]([CH3:20])[C:17]([CH:21]=[O:22])=[CH:16][N:15]=2)[CH2:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

4

Reactant 1

HCID 68966904HCID 68966904, compound

Product 1

HCID 86603725HCID 86603725, compoundYield 90.9%

Reagents, catalysts & solvents 2

HCID 14801Manganese dioxideCatalystHCID 8857Ethyl AcetateSolvent

Procedure

A mixture of {2-[(1-benzyl-3-pyrrolidinyl)amino]-4-methyl-5-pyrimidinyl}methanol (1.75 g) and MnO2 (5.1 g) in AcOEt (30 ml) was refluxed under stirring for 1.5 hours. After removal of the insoluble material, and the solvent was evaporated in vacuo to give 2-[(1-benzyl-3-pyrrolidinyl)amino]-4-methyl-5-pyrimidinecarbaldehyde (1.58 g).

Workup

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

Sources & evidence

ORD record
ord-ee8899a5968e452ab151729f6eba1b14
Source dataset
uspto-grants-2008_12
Patent number
US07465731B2

Reaction notes

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