Acetic Acid → HCID 21704192, compound

HRID 1595204Notes

Reaction equation

HRID 1595204 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[N:9]=[C:10]([C:19]3[CH:24]=[CH:23][C:22]([S:25][CH3:26])=[CH:21][CH:20]=3)[O:11][C:12]=2[C:13]2[CH:18]=[CH:17][N:16]=[CH:15][CH:14]=2)=[CH:4][CH:3]=1.C(O)(=[O:29])C>O>[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[N:9]=[C:10]([C:19]3[CH:24]=[CH:23][C:22]([S:25]([CH3:26])=[O:29])=[CH:21][CH:20]=3)[O:11][C:12]=2[C:13]2[CH:14]=[CH:15][N:16]=[CH:17][CH:18]=2)=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 176Acetic AcidHCID 21704177HCID 21704177, compound

Product 1

HCID 21704192HCID 21704192, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

To a mixture of 4-(4-fluorophenyl)-2-(4methylthiophenyl)-5-(4-pyridyl)oxazole (0.056 g, 0.15 mmol) in glacial acetic acid (12 mL) was added a solution of K2S2O8 (0.07 g, 024 mmol) in H2O (2 mL). After stirring at rt for 48 hr, the precipitate was filtered. Purification by column chromatography (25:1 CH2Cl2/MeOH), followed by trituration with Et2O afforded the title compound (0.014 g) as a white solid: ESMS (m/z)=379.0 (M++H).

Workup

  1. filtrationthe precipitate was filtered
  2. customPurification by column chromatography (25:1 CH2Cl2/MeOH)

Sources & evidence

ORD record
ord-44a290ea07774c02af59b8103216f67f
Source dataset
uspto-grants-2001_09
Patent number
US06288062B1

Reaction notes

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