Ethyl chloroacetate → HCID 58012137, compound

HRID 660855Notes

Reaction equation

HRID 660855 reaction equation
Cl[CH2:2][C:3]([O:5][CH2:6][CH3:7])=[O:4].[Cl:8][C:9]1[CH:14]=[CH:13][C:12]([C:15]2[N:16]([CH2:21][CH2:22][O:23][CH3:24])[C:17](=[O:20])[NH:18][N:19]=2)=[CH:11][CH:10]=1.C(=O)([O-])[O-].[K+].[K+]>C(#N)C>[CH2:6]([O:5][C:3](=[O:4])[CH2:2][N:18]1[C:17](=[O:20])[N:16]([CH2:21][CH2:22][O:23][CH3:24])[C:15]([C:12]2[CH:11]=[CH:10][C:9]([Cl:8])=[CH:14][CH:13]=2)=[N:19]1)[CH3:7]

Participants

5

Reactant 3

HCID 7751Ethyl chloroacetateHCID 11430Potassium CarbonateHCID 58012054HCID 58012054, compound

Product 1

HCID 58012137HCID 58012137, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

527 mg (4.30 mmol) of ethyl chloroacetate are added to 1.09 g (4.30 mmol) of 5-(4-chlorophenyl)-4-(2-methoxyethyl)-2,4-dihydro-3H-1,2,4-triazol-3-one from Example 49A and 1.19 g (8.59 mmol) of potassium carbonate in 20 ml acetonitrile and the mixture is heated under reflux for 3 hours with stirring. After purification of the resulting crude product by preparative HPLC [Method 9] 810 mg (42% of theory) of the target compound are obtained.

Workup

  1. temperaturethe mixture is heated
  2. temperatureunder reflux for 3 hours
  3. customAfter purification of the resulting crude product by preparative HPLC [Method 9] 810 mg (42% of theory) of the target compound
  4. customare obtained

Sources & evidence

ORD record
ord-516a2b244c164c6a8c96777069576721
Source dataset
uspto-grants-2011_12
Patent number
US08084481B2

Reaction notes

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