Oxalyl chloride → HCID 86623788, compound

HRID 883031Notes

Reaction equation

HRID 883031 reaction equation
[F:1][C:2]1[CH:10]=[CH:9][C:8]([O:11][C:12]2[C:17]([C:18]3[O:22][CH:21]=[N:20][CH:19]=3)=[CH:16][CH:15]=[CH:14][N:13]=2)=[CH:7][C:3]=1[C:4](O)=[O:5].C(Cl)(=O)C([Cl:26])=O>C(Cl)Cl.CN(C=O)C>[F:1][C:2]1[CH:10]=[CH:9][C:8]([O:11][C:12]2[C:17]([C:18]3[O:22][CH:21]=[N:20][CH:19]=3)=[CH:16][CH:15]=[CH:14][N:13]=2)=[CH:7][C:3]=1[C:4]([Cl:26])=[O:5]

Participants

5

Reactant 2

HCID 65578Oxalyl chlorideHCID 691660742-Fluoro-5-(3-(oxazol-5-yl)pyridin-2-yloxy)benzoic acid

Product 1

HCID 86623788HCID 86623788, compound

Reagents, catalysts & solvents 2

HCID 6228DimethylformamideCatalystHCID 6344DichloromethaneSolvent

Procedure

To 2-fluoro-5-(3-(oxazol-5-yl)pyridin-2-yloxy)benzoic acid (196 mg, 0.653 mmol) in CH2Cl2 (6.0 mL) was added oxalyl chloride (0.28 mL, 3.3 mmol) followed by DMF (2 drops). The mixture was stirred under nitrogen at rt for 15 hours. The reaction was concentrated to yield 2-fluoro-5-(3-(oxazol-5-yl)pyridin-2-yloxy)benzoyl chloride, which was used without further purification.

Workup

  1. concentrationThe reaction was concentrated

Sources & evidence

ORD record
ord-a0f57f5366ef48e295ff7462b5a1aaee
Source dataset
uspto-grants-2012_08
Patent number
US08236823B2

Reaction notes

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