Oxalyl chloride → 8-Bromo-[1,6]naphthyridine-2-carboxylic acid chloride

HRID 1180568Notes

Reaction equation

HRID 1180568 reaction equation
[C:1](Cl)(=O)[C:2]([Cl:4])=[O:3].[Br:7][C:8]1[CH:9]=[N:10][CH:11]=[C:12]2[C:17]=1[N:16]=C(C(O)=O)[CH:14]=[CH:13]2>>[Br:7][C:8]1[CH:9]=[N:10][CH:11]=[C:12]2[C:17]=1[N:16]=[C:1]([C:2]([Cl:4])=[O:3])[CH:14]=[CH:13]2

Participants

3

Reactant 2

HCID 65578Oxalyl chlorideHCID 27610508-bromo-1,6-naphthyridine-2-carboxylic Acid

Product 1

HCID 589795878-Bromo-[1,6]naphthyridine-2-carboxylic acid chloride

Procedure

Oxalyl chloride (1.5 equiv.) is added drop wise to a slurry of 8-Bromo-[1,6]naphthyridine-2-carboxylic acid (1 equiv., in 20 mL DMF) at 0° C. (ice bath) and stirred for 30 minutes. The reaction mixture is removed from the ice bath, stirred at room temperature for 3 h and then concentrated in vacuo to give a greenish colored solid, which is used immediately without further purification.

Workup

  1. customThe reaction mixture is removed from the ice bath
  2. stirringstirred at room temperature for 3 h
  3. concentrationconcentrated in vacuo
  4. customto give a greenish colored solid, which
  5. customis used immediately without further purification

Sources & evidence

ORD record
ord-e767fe8bc50e4069a5b679dd6a302a68
Source dataset
uspto-grants-2007_10
Patent number
US07282506B2

Reaction notes

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