Hydrochloric Acid → HCID 21960138, compound

HRID 1419005Notes

Reaction equation

HRID 1419005 reaction equation
[CH2:1]([C:3]1[N:4]([CH2:11][CH2:12][O:13][C:14]2[CH:19]=[CH:18][C:17]([CH2:20][CH:21]([OH:25])[C:22]([OH:24])=[O:23])=[CH:16][CH:15]=2)[C:5](=[O:10])[CH:6]=[C:7]([CH3:9])[N:8]=1)[CH3:2].Cl.[CH2:27](O)[CH3:28]>O>[CH2:1]([C:3]1[N:4]([CH2:11][CH2:12][O:13][C:14]2[CH:15]=[CH:16][C:17]([CH2:20][CH:21]([OH:25])[C:22]([O:24][CH2:27][CH3:28])=[O:23])=[CH:18][CH:19]=2)[C:5](=[O:10])[CH:6]=[C:7]([CH3:9])[N:8]=1)[CH3:2]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 702EthanolHCID 21960161HCID 21960161, compound

Product 1

HCID 21960138HCID 21960138, compoundYield 26%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A solution of 3-[4-[2-[2-ethyl-4-methyl-6-oxo-1,6-dihydro-1-pyrimidinyl]ethoxy]phenyl]-2-hydroxypropionic acid (346 mg, 1.0 mmol) (obtained from preparation 28) in ethanol (3 ml) containing concentrated hydrochloric acid (0.1 ml) was refluxed for 10 h. The solution was cooled to room temperature, diluted with water and extracted with EtOAc (2×10 ml). The combined organic extracts were washed with brine, dried over anhydrous Na2SO4 and concentrated to yield the title compound (97 mg, 26%).

Workup

  1. temperaturewas refluxed for 10 h
  2. extractionextracted with EtOAc (2×10 ml)
  3. washThe combined organic extracts were washed with brine
  4. dry with materialdried over anhydrous Na2SO4
  5. concentrationconcentrated

Sources & evidence

ORD record
ord-8fafc47fc423425fb9bff74409eb5739
Source dataset
uspto-grants-1999_03
Patent number
US05885997

Reaction notes

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