Nitrogen → HCID 67128770, compound

HRID 1189413Notes

Reaction equation

HRID 1189413 reaction equation
N#N.C[O:4][C:5]([C:7]1[N:8]=[C:9]([CH2:12][C:13]2[CH:18]=[CH:17][CH:16]=[C:15]([C:19](=[O:21])[CH3:20])[CH:14]=2)[O:10][CH:11]=1)=[O:6].[OH-].[Na+]>C1COCC1.Cl>[C:19]([C:15]1[CH:14]=[C:13]([CH:18]=[CH:17][CH:16]=1)[CH2:12][C:9]1[O:10][CH:11]=[C:7]([C:5]([OH:6])=[O:4])[N:8]=1)(=[O:21])[CH3:20]

Participants

6

Reactant 3

HCID 947NitrogenHCID 14798Sodium HydroxideHCID 67128538HCID 67128538, compound

Product 1

HCID 67128770HCID 67128770, compound

Reagents, catalysts & solvents 2

HCID 313Hydrochloric AcidSolventHCID 8028TetrahydrofuranSolvent

Procedure

In a flame dried round-bottomed flask equipped with a magnetic stir bar and under inert atmosphere (N2), a solution of 2-(3-acetyl-benzyl)-oxazole-4-carboxylic acid methyl ester (330 mg, 1.27 mmol) in THF (12 mL) was treated at rt with 1N NaOH (6 mL, 6.00 mmol) and the reaction mixture was stirred for 1 h at rt. The reaction mixture was poured in 1N HCl and extracted twice with EA. The combined org. extracts were dried over Na2SO4, filtered, and the solvent was removed under reduced pressure to give the title compound as a colorless oil. LC-MS-conditions 02: tR=0.78 min, [M+AcCN+H]+=287.05.

Workup

  1. extractionextracted twice with EA
  2. dry with materialextracts were dried over Na2SO4
  3. filtrationfiltered
  4. customthe solvent was removed under reduced pressure

Sources & evidence

ORD record
ord-9f59cddf2cda44bb83bd0fb414561566
Source dataset
uspto-grants-2014_03
Patent number
US08674111B2

Reaction notes

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