Water → HCID 21704183, compound

HRID 1595205Notes

Reaction equation

HRID 1595205 reaction equation
[NH2:1][C:2]1[O:3][C:4]([C:14]2[CH:19]=[CH:18][N:17]=[CH:16][CH:15]=2)=[C:5]([C:7]2[CH:12]=[CH:11][C:10]([F:13])=[CH:9][CH:8]=2)[N:6]=1.O.[NH4+].[OH-].[C:23](OC(=O)C)(=[O:25])[CH3:24]>>[C:23]([NH:1][C:2]1[O:3][C:4]([C:14]2[CH:19]=[CH:18][N:17]=[CH:16][CH:15]=2)=[C:5]([C:7]2[CH:12]=[CH:11][C:10]([F:13])=[CH:9][CH:8]=2)[N:6]=1)(=[O:25])[CH3:24]

Participants

5

Reactant 4

HCID 962WaterHCID 7918Acetic AnhydrideHCID 14923Ammonium HydroxideHCID 21704195HCID 21704195, compound

Product 1

HCID 21704183HCID 21704183, compound

Procedure

A mixture of 2-amino-4-(4-fluorophenyl)-5-(4-pyridyl)oxazole (0.090 g, 0.353 mmol) in acetic anhydride (4 mL) was stirred at room temperature. After 72 h the mixture was poured into H2O and neutralized with conc. NH4OH. The resulting precipitate was filtered and washed with H2O. Purification by column chromatography (0-5% MeOH/CHCl3), followed by recrystallization from MeOH afforded the title compound as a white solid (30.0 mg):ESMS (m/z): 298.0 (M++H).

Workup

  1. filtrationThe resulting precipitate was filtered
  2. washwashed with H2O
  3. customPurification by column chromatography (0-5% MeOH/CHCl3)
  4. customfollowed by recrystallization from MeOH

Sources & evidence

ORD record
ord-f47a904927a34978adc9e5a17d7f000b
Source dataset
uspto-grants-2001_09
Patent number
US06288062B1

Reaction notes

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