Oxalyl chloride → 8-Bromo-[1,6]naphthyridine-2-carboxylic acid chloride
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]2Participants
3
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
- customThe reaction mixture is removed from the ice bath
- stirringstirred at room temperature for 3 h
- concentrationconcentrated in vacuo
- customto give a greenish colored solid, which
- 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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