Oxalyl chloride → HCID 86751397, compound

HRID 1489419Notes

Reaction equation

HRID 1489419 reaction equation
[F:1][C:2]([F:25])([CH:22]([F:24])[F:23])[CH2:3][O:4][C:5]1[CH:10]=[CH:9][C:8]([N:11]2[CH:15]=[CH:14][N:13]([C@H:16]([CH3:20])[C:17](O)=[O:18])[C:12]2=[O:21])=[CH:7][CH:6]=1.C(Cl)(=O)C([Cl:29])=O>CN(C)C=O.ClCCl>[F:1][C:2]([F:25])([CH:22]([F:24])[F:23])[CH2:3][O:4][C:5]1[CH:10]=[CH:9][C:8]([N:11]2[CH:15]=[CH:14][N:13]([C@H:16]([CH3:20])[C:17]([Cl:29])=[O:18])[C:12]2=[O:21])=[CH:7][CH:6]=1

Participants

5

Reactant 2

HCID 65578Oxalyl chlorideHCID 10522635HCID 10522635, compound

Product 1

HCID 86751397HCID 86751397, compound

Reagents, catalysts & solvents 2

HCID 6228DimethylformamideCatalystHCID 6344DichloromethaneSolvent

Procedure

(2R) -2-[3-[4-(2,2,3,3-Tetrafluoropropoxy)phenyl]-2,3-dihydro-2-oxo-1H-imidazol-1-yl]propanoic acid (1.5 g) and 3.8 ml of oxalyl chloride were added to 30 ml of dichloromethane, to which dimethylformamide (7 drops ) was added dropwise at room temperature. After the reaction solution was stirred at room temperature for 2 hours, the solvent was distilled off under reduced pressure to give 1.5 g of (2R)-2-[3-[4-(2,2,3,3-tetrafluoropropoxy)phenyl]-2,3-dihydro-2-oxo-1H-imidazol-1-yl]propanoyl chloride as a pale yellow oil. This product was used for the next step without purification.

Workup

  1. additionwas added dropwise at room temperature
  2. distillationthe solvent was distilled off under reduced pressure

Sources & evidence

ORD record
ord-d70b060d3216470f8ac95b08255586ed
Source dataset
uspto-grants-1997_10
Patent number
US05677464

Reaction notes

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