HCID 69217132, compound → HCID 86605890, compound

HRID 2221962Notes

Reaction equation

HRID 2221962 reaction equation
[O:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[C:6]1[O:7][C:8]([CH3:37])=[C:9]([CH2:11][O:12][C:13]2[CH:34]=[CH:33][C:16]([CH2:17][O:18][C:19]3[C:24]([CH2:25][OH:26])=[CH:23][N:22]=[C:21]([C:27]4[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=4)[N:20]=3)=[CH:15][C:14]=2[O:35][CH3:36])[N:10]=1>[O-2].[O-2].[Mn+4].O1CCCC1>[O:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[C:6]1[O:7][C:8]([CH3:37])=[C:9]([CH2:11][O:12][C:13]2[CH:34]=[CH:33][C:16]([CH2:17][O:18][C:19]3[C:24]([CH:25]=[O:26])=[CH:23][N:22]=[C:21]([C:27]4[CH:28]=[CH:29][CH:30]=[CH:31][CH:32]=4)[N:20]=3)=[CH:15][C:14]=2[O:35][CH3:36])[N:10]=1

Participants

4

Reactant 1

HCID 69217132HCID 69217132, compound

Product 1

HCID 86605890HCID 86605890, compound

Reagents, catalysts & solvents 2

HCID 178418406HCID 178418406, compoundCatalystHCID 8028TetrahydrofuranSolvent

Procedure

A mixture of {4-[(4-{[2-(2-furyl)-5-methyl-1,3-oxazol-4-yl]methoxy}-3-methoxybenzyl)oxy]-2-phenylpyrimidin-5-yl}methanol (2.10 g), activated manganese dioxide (8.40 g) and tetrahydrofuran (80 mL) was stirred at room temperature for 3 hrs. Manganese dioxide was removed by filtration, and the filtrate was concentrated. Recrystallization of the obtained crystal from ethyl acetate-hexane gave 4-[(4-{[2-(2-furyl)-5-methyl-1,3-oxazol-4-yl]methoxy}-3-methoxybenzyl)oxy]-2-phenylpyrimidine-5-carbaldehyde as colorless prism crystals (1.50 g, yield 72%). melting point: 143-144° C.

Workup

  1. customManganese dioxide was removed by filtration
  2. concentrationthe filtrate was concentrated
  3. customRecrystallization of the obtained crystal from ethyl acetate-hexane

Sources & evidence

ORD record
ord-9952cdda03874c4fbb555f5f1e62e318
Source dataset
uspto-grants-2008_05
Patent number
US07368578B2

Reaction notes

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