Oxalyl chloride → HCID 82371400, compound

HRID 589623Notes

Reaction equation

HRID 589623 reaction equation
[N:1]1[CH:6]=[CH:5][CH:4]=[C:3]([C:7]2[CH:11]=[C:10]([C:12]([OH:14])=O)[O:9][N:8]=2)[CH:2]=1.C(Cl)(=O)C([Cl:18])=O>ClCCl.CN(C=O)C>[N:1]1[CH:6]=[CH:5][CH:4]=[C:3]([C:7]2[CH:11]=[C:10]([C:12]([Cl:18])=[O:14])[O:9][N:8]=2)[CH:2]=1

Participants

5

Reactant 2

HCID 65578Oxalyl chlorideHCID 290785823-(3-Pyridinyl)-5-isoxazolecarboxylic acid

Product 1

HCID 82371400HCID 82371400, compound

Reagents, catalysts & solvents 2

HCID 6228DimethylformamideCatalystHCID 6344DichloromethaneSolvent

Procedure

600 mg (3.16 mmol) of 3-(pyridin-3-yl)-1,2-oxazole-5-carboxylic acid were initially charged in dichloromethane, and three drops of DMF were added. 1.16 g (9.15 mmol) of oxalyl chloride were added dropwise under argon (vigorous evolution of gas). The reaction solution was stirred at room temperature and then the solvent was removed on a rotary evaporator. 30 ml of toluene were added to the residue. After the toluene had been removed on a rotary evaporator, the residue was converted further directly.

Workup

  1. customthe solvent was removed on a rotary evaporator
  2. addition30 ml of toluene were added to the residue
  3. customAfter the toluene had been removed on a rotary evaporator

Sources & evidence

ORD record
ord-1b8b0257fd81439c80551f19f08bec0a
Source dataset
uspto-grants-2016_01
Patent number
US09233951B2

Reaction notes

Loading…