Hydrochloric Acid → HCID 67128538, compound

HRID 1189412Notes

Reaction equation

HRID 1189412 reaction equation
N#N.[CH3:3][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]3([CH3:24])OCC[O:20]3)[CH:14]=2)[O:10][CH:11]=1)=[O:6].Cl.O>C1COCC1>[CH3:3][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:20])[CH3:24])[CH:14]=2)[O:10][CH:11]=1)=[O:6]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 947NitrogenHCID 962WaterHCID 67128447HCID 67128447, compound

Product 1

HCID 67128538HCID 67128538, compound

Reagents, catalysts & solvents 1

HCID 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-(2-methyl-[1,3]dioxolan-2-yl)-benzyl]-oxazole-4-carboxylic acid methyl ester (383 mg, 1.26 mmol) in THF (21.5 mL) was treated with 1N HCl (3.4 mL) and the reaction mixture was stirred at rt overnight. Water was added and the reaction mixture was extracted twice with EA (25 mL). The combined organic layers were dried over Na2SO4, filtered, and the solvent was removed under reduced pressure to give the title compound as a white solid. LC-MS-conditions 02: tR=0.88 min, [M+AcCN+H]+=301.25.

Workup

  1. extractionthe reaction mixture was extracted twice with EA (25 mL)
  2. dry with materialThe combined organic layers were dried over Na2SO4
  3. filtrationfiltered
  4. customthe solvent was removed under reduced pressure

Sources & evidence

ORD record
ord-7a0f81e9645e43bc869abee9c1daad92
Source dataset
uspto-grants-2014_03
Patent number
US08674111B2

Reaction notes

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