1-(2-Amino-4,6-dichloropyrimidin-5-yl)ethanol → HCID 58762825, compound

HRID 857929Notes

Reaction equation

HRID 857929 reaction equation
[NH2:1][C:2]1[N:7]=[C:6]([Cl:8])[C:5]([CH:9]([OH:11])[CH3:10])=[C:4]([Cl:12])[N:3]=1>ClCCCl.O=[Mn]=O>[NH2:1][C:2]1[N:3]=[C:4]([Cl:12])[C:5]([C:9](=[O:11])[CH3:10])=[C:6]([Cl:8])[N:7]=1

Participants

4

Reactant 1

HCID 865983471-(2-Amino-4,6-dichloropyrimidin-5-yl)ethanol

Product 1

HCID 58762825HCID 58762825, compoundYield 71%

Reagents, catalysts & solvents 2

HCID 14801Manganese dioxideCatalystHCID 111,2-DichloroethaneSolvent

Procedure

1-(2-Amino-4,6-dichloro-pyrimidin-5-yl)-ethanol (2.0 g, 9.6 mmol) was treated with MnO2 (20 g, 229 mmol, 24 equiv.) in 1,2-dichloroethane for 16 h at 70° C. Filtration over celite and concentration gave 1-(2-Amino-4,6-dichloro-pyrimidin-5-yl)-ethanone as a pale orange solid (1.4 g, 6.7 mmol, 71%), which was used without further purification.

Workup

  1. filtrationFiltration
  2. concentrationover celite and concentration

Sources & evidence

ORD record
ord-986ca91ea9c345319589e61209d52613
Source dataset
uspto-grants-2006_12
Patent number
US07148228B2

Reaction notes

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