HCID 59408740, compound → HCID 59408736, compound

HRID 1188126Notes

Reaction equation

HRID 1188126 reaction equation
[CH3:1][N:2]([CH:10]1[CH2:15][CH2:14][CH2:13][CH2:12][O:11]1)[C:3]1[S:4][C:5]([CH2:8][OH:9])=[CH:6][N:7]=1>C(Cl)(Cl)Cl.O=[Mn]=O>[CH3:1][N:2]([CH:10]1[CH2:15][CH2:14][CH2:13][CH2:12][O:11]1)[C:3]1[S:4][C:5]([CH:8]=[O:9])=[CH:6][N:7]=1

Participants

4

Reactant 1

HCID 59408740HCID 59408740, compound

Product 1

HCID 59408736HCID 59408736, compoundYield 96%

Reagents, catalysts & solvents 2

HCID 14801Manganese dioxideCatalystHCID 6212ChloroformSolvent

Procedure

MnO2 (3 g, 34.82 mmol) was added to a solution of (2-(methyl(tetrahydro-2H-pyran-2-yl)amino)thiazol-5-yl)methanol (1.59 g, 6.96 mmol) in CHCl3 (50 mL). The resulting mixture was stirred at RT for 2 days. Then the solution was filtered through celite and concentrated, yielding 2-(methyl-(tetrahydro-2H-pyran-2-yl)amino)thiazole-5-carbaldehyde (1.5 g, 96%) as a yellow oil.

Workup

  1. filtrationThen the solution was filtered through celite and
  2. concentrationconcentrated

Sources & evidence

ORD record
ord-169263ebe509420abb6d3ff20de06e80
Source dataset
uspto-grants-2014_03
Patent number
US08673940B2

Reaction notes

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