Hydrochloric Acid → HCID 68283373, compound

HRID 623995Notes

Reaction equation

HRID 623995 reaction equation
[O:1]1[CH2:6][CH2:5][N:4]([C:7]2[CH:8]=[C:9]([C:13]3[O:17][CH:16]=[N:15][C:14]=3[C:18]([O-:20])=[O:19])[CH:10]=[CH:11][CH:12]=2)[CH2:3][CH2:2]1.[OH-].[Na+].Cl>C1COCC1>[O:1]1[CH2:6][CH2:5][N:4]([C:7]2[CH:8]=[C:9]([C:13]3[O:17][CH:16]=[N:15][C:14]=3[C:18]([OH:20])=[O:19])[CH:10]=[CH:11][CH:12]=2)[CH2:3][CH2:2]1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 86704205HCID 86704205, compound

Product 1

HCID 68283373HCID 68283373, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To a stirred solution of 5-(3-morpholinophenyl)oxazole-4-carboxylate (900 mg, 2.98 mmol) in THF (29 mL) was added 1N aq. NaOH-solution (14 mL) and the resulting mixture was stirred at rt overnight. The reaction mixture was poured into 1N aq. HCl-solution and extracted with EtOAc (85 mL). The org. layer was dried (MgSO4), filtered and concentrated to dryness to afford the title compound as a yellow solid which was used without further purification. LC-MS conditions A: tR=0.70 min, [M+H]+=274.99.

Workup

  1. extractionextracted with EtOAc (85 mL)
  2. dry with materiallayer was dried (MgSO4)
  3. filtrationfiltered
  4. concentrationconcentrated to dryness

Sources & evidence

ORD record
ord-8da0a23cfa5c4e4282b2e9ea84fa72ae
Source dataset
uspto-grants-2016_04
Patent number
US09303023B2

Reaction notes

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