Hydrochloric Acid → HCID 71187214, compound

HRID 709087Notes

Reaction equation

HRID 709087 reaction equation
[CH2:1]([S:8]([C:11]1[CH:12]=[C:13]([O:21]COC)[C:14](=[O:20])[N:15](COC)[CH:16]=1)(=[O:10])=[O:9])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.Cl>O1CCOCC1.CO>[CH2:1]([S:8]([C:11]1[CH:12]=[C:13]([OH:21])[C:14](=[O:20])[NH:15][CH:16]=1)(=[O:9])=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 86731545HCID 86731545, compound2×

Product 1

HCID 71187214HCID 71187214, compoundYield 44.5%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 312751,4-DioxaneSolvent

Conditions

Temperature
120 °C

Procedure

To a solution of 5-(benzylsulfonyl)-3-(methoxymethoxy)-1-(methoxymethyl)pyridin-2(1H)-one (Intermediate 40; 75 mg, 0.212 mmol) in dioxane (0.7 ml) and methanol (0.8 ml) was added hydrogen chloride (4.0 M in dioxane, 1.597 ml, 6.39 mmol) and the reaction irradiated in the microwave with heating to 120° C. for 10 minutes. The resulting white precipitate that had formed was filtered and washed with ethanol to yield 5-(benzylsulfonyl)-3-hydroxypyridin-2(1H)-one (25 mg, 44%).

Workup

  1. customthe reaction irradiated in the microwave
  2. customThe resulting white precipitate that had formed
  3. filtrationwas filtered
  4. washwashed with ethanol

Sources & evidence

ORD record
ord-add9733b578649e69bae76cc9e86dfc0
Source dataset
uspto-grants-2015_11
Patent number
US09180122B2

Reaction notes

Loading…