1,1'-Carbonyldiimidazole → imidazole-1-carboxylic Acid 5-furan-2-yl-isoxazol-3-ylmethyl Ester

HRID 606288Notes

Reaction equation

HRID 606288 reaction equation
[O:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[C:6]1[O:10][N:9]=[C:8]([CH2:11][OH:12])[CH:7]=1.[CH:13]1[N:17]=[CH:16][N:15]([C:18](N2C=NC=C2)=[O:19])[CH:14]=1>C(Cl)Cl>[O:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[C:6]1[O:10][N:9]=[C:8]([CH2:11][O:12][C:18]([N:15]2[CH:14]=[CH:13][N:17]=[CH:16]2)=[O:19])[CH:7]=1

Participants

4

Reactant 2

HCID 682631,1'-CarbonyldiimidazoleHCID 7164591(5-(Furan-2-yl)-1,2-oxazol-3-yl)methanol

Product 1

HCID 57696236imidazole-1-carboxylic Acid 5-furan-2-yl-isoxazol-3-ylmethyl EsterYield 90%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution 200 mg of (5-furan-2-yl-isoxazol-3-yl)-methanol in 6 mL of methylene chloride was added 216 mg of CDI. After stirring at room temperature for 4 hrs, the reaction mixture was concentrated under reduced pressure. The concentrate was purified by column chromatography to afford 282 mg of the title compound. (Yield: 90%).

Workup

  1. concentrationthe reaction mixture was concentrated under reduced pressure
  2. customThe concentrate was purified by column chromatography

Sources & evidence

ORD record
ord-0f2ac3c1622b43d79fba1d3ec310e2c7
Source dataset
uspto-grants-2011_03
Patent number
US07915297B2

Reaction notes

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