Oxalyl chloride → HCID 118195194, compound

HRID 1048691Notes

Reaction equation

HRID 1048691 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]#[C:9][C:10]2[N:14]3[CH:15]=[CH:16][CH:17]=[CH:18][C:13]3=[N:12][C:11]=2[CH2:19][O:20][CH2:21][C:22]([OH:24])=O)=[CH:4][CH:3]=1.C(Cl)(=O)C([Cl:28])=O>ClCCl.CN(C)C=O>[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]#[C:9][C:10]2[N:14]3[CH:15]=[CH:16][CH:17]=[CH:18][C:13]3=[N:12][C:11]=2[CH2:19][O:20][CH2:21][C:22]([Cl:28])=[O:24])=[CH:4][CH:3]=1

Participants

5

Reactant 2

HCID 65578Oxalyl chlorideHCID 73051327HCID 73051327, compound

Product 1

HCID 118195194HCID 118195194, compound

Reagents, catalysts & solvents 2

HCID 6228DimethylformamideCatalystHCID 6344DichloromethaneSolvent

Procedure

1.5 g (4.63 mmol) of 2-((3-((4-fluorophenyl)ethynyl)imidazo[1,2-a]pyridin-2-yl)methoxy)acetic acid were suspended in 40 ml of dichloromethane with magnetic stirring, the mixture was placed in a bath at 0° C. and then 1.215 ml (13.88 mmol) of oxalyl chloride were added dropwise, finally, a few drops of dimethylformamide were added. The cold bath was withdrawn and then the mixture was stirred at r.t. for 1 h. The reaction medium was concentrated in vacuo and immediately used in the next step.

Workup

  1. customthe mixture was placed in a bath at 0° C.
  2. customThe cold bath was withdrawn
  3. concentrationThe reaction medium was concentrated in vacuo

Sources & evidence

ORD record
ord-71534b6d07494bfe99f43eee054ac2bd
Source dataset
uspto-grants-2016_07
Patent number
US09381191B2

Reaction notes

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