Water → HCID 69111463, compound

HRID 900237Notes

Reaction equation

HRID 900237 reaction equation
[CH3:1][O:2][C:3]([C:5]1[NH:6][C:7]([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)=[N:8][C:9]=1[CH3:10])=[O:4].Br[CH2:18][C:19]1[CH:23]=[C:22]([C:24]2[S:25][C:26]([Cl:29])=[CH:27][CH:28]=2)[O:21][N:20]=1.O>CN(C=O)C>[CH3:1][O:2][C:3]([C:5]1[N:6]([CH2:18][C:19]2[CH:23]=[C:22]([C:24]3[S:25][C:26]([Cl:29])=[CH:27][CH:28]=3)[O:21][N:20]=2)[C:7]([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)=[N:8][C:9]=1[CH3:10])=[O:4]

Participants

5

Reactant 3

HCID 962WaterHCID 111501463-Bromomethyl-5-(5-chloro-thiophen-2-yl)-isoxazoleHCID 178499143HCID 178499143, compound

Product 1

HCID 69111463HCID 69111463, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
60 °C

Procedure

To a solution of 60 mg 5-Methyl-2-phenyl-3H-imidazole-4-carboxylic acid methyl ester in 1 ml DMF 95 mg caesium carbonate and 82 mg 3-Bromomethyl-5-(5-chloro-thiophen-2-yl)-isoxazole were added and the mixture was stirred for 2 h at 60° C. After addition of 5 ml water the mixture was filtered through a chem elut® cartridge by elution with ethyl acetate and then concentrated under reduced pressure. The residue was directly subjected to the subsequent saponification reaction without further purification. Yield: 78 mg.

Workup

  1. filtrationwas filtered through a chem elut® cartridge by elution with ethyl acetate
  2. concentrationconcentrated under reduced pressure
  3. customThe residue was directly subjected to the subsequent saponification reaction without further purification

Sources & evidence

ORD record
ord-bd025c54a58543229d40b1d8425f205e
Source dataset
uspto-grants-2008_04
Patent number
US07358268B2

Reaction notes

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