Oxalyl chloride → HCID 118195090, compound

HRID 1048718Notes

Reaction equation

HRID 1048718 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][C:21]2[CH:29]=[CH:28][CH:27]=[CH:26][C:22]=2[C:23](O)=[O:24])=[CH:4][CH:3]=1.C(Cl)(=O)C([Cl:33])=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][C:21]2[CH:29]=[CH:28][CH:27]=[CH:26][C:22]=2[C:23]([Cl:33])=[O:24])=[CH:4][CH:3]=1

Participants

5

Reactant 2

HCID 65578Oxalyl chlorideHCID 73051477HCID 73051477, compound

Product 1

HCID 118195090HCID 118195090, compound

Reagents, catalysts & solvents 2

HCID 6228DimethylformamideCatalystHCID 6344DichloromethaneSolvent

Procedure

0.6 g (1.553 mmol) of 2-((3-((4-fluorophenyl)ethynyl)imidazo[1,2-a]pyridin-2-yl)methoxy)-benzoic acid were suspended in 20 ml of dichloromethane with magnetic stirring, the mixture was placed in a bath at 0° C. and then 0.408 ml (4.66 mmol) of oxalyl chloride were added drop wise, finally a few drops of dimethylformamide were added. The cold bath was withdrawn and then the mixture was stirred at r.t. for 2 h. The reaction medium was concentrated in vacuo and immediately used in the next step.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 customThe cold bath was withdrawn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-c8eaaec036f54dfba8d2fdb38bd3c35f
Source dataset
uspto-grants-2016_07
Patent number
US09381191B2

Reaction notes

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