Oxalyl chloride → HCID 10786113, compound

HRID 1489416Notes

Reaction equation

HRID 1489416 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[C:15](=[O:16])[N:14]([C@H:17]([CH3:21])[C:18](O)=[O:19])[N:13]=[CH:12]2)=[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[C:15](=[O:16])[N:14]([C@H:17]([CH3:21])[C:18]([Cl:29])=[O:19])[N:13]=[CH:12]2)=[CH:7][CH:6]=1

Participants

5

Reactant 2

HCID 65578Oxalyl chlorideHCID 10546638HCID 10546638, compound

Product 1

HCID 10786113HCID 10786113, compound

Reagents, catalysts & solvents 2

HCID 6228DimethylformamideCatalystHCID 6344DichloromethaneSolvent

Procedure

(2R)-2-[4-[4-(2,2,3,3-Tetrafluoropropoxy)phenyl]-4,5-dihydro-5-oxo-1H-1,2,4-triazol-1-yl]propanoic acid (1.0 g) and 2.5 ml of oxalyl chloride were added to 20 ml of dichloromethane, to which dimethylformamide (5 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 g of (2R)-2-[4-[4-(2,2,3,3-tetrafluoropropoxy)phenyl]-4,5-dihydro-5-oxo-1H-1,2,4-triazol-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-e096bafe2528440b98b550f78668e758
Source dataset
uspto-grants-1997_10
Patent number
US05677464

Reaction notes

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