Methanol → HCID 66956185, compound

HRID 1399607Notes

Reaction equation

HRID 1399607 reaction equation
[CH3:1][C:2]1[NH:7][C:6](=[O:8])[NH:5][C:4](=[O:9])[C:3]=1[CH:10]([CH2:14][CH2:15][CH3:16])[C:11]([OH:13])=[O:12].S(Cl)(Cl)=O.[CH3:21]O>>[CH3:1][C:2]1[NH:7][C:6](=[O:8])[NH:5][C:4](=[O:9])[C:3]=1[CH:10]([CH2:14][CH2:15][CH3:16])[C:11]([O:13][CH3:21])=[O:12]

Participants

4

Reactant 3

HCID 887MethanolHCID 24386Thionyl ChlorideHCID 66955371HCID 66955371, compound

Product 1

HCID 66956185HCID 66956185, compoundYield 77%

Procedure

To a cold (0° C.) solution of 2-(6-methyl-2,4-dioxo-1,2,3,4-tetrahydropyrimidin-5-yl)pentanoic acid (4.24 g; 18.74 mmol) was added thionyl chloride (27.27 mL; 374.84 mmol) dropwise in methanol (70 mL). The mixture was refluxed for 48 h and then concentrated under reduced pressure to give 3.46 g (77%) of the title compound as an oil.

Workup

  1. temperatureThe mixture was refluxed for 48 h
  2. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-33f418b898a943d4bc3c88c3802ad491
Source dataset
uspto-grants-2014_12
Patent number
US08906906B2

Reaction notes

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