Citraconic Anhydrides → N-(5-bromopyridin-2-yl)-methylmaleimide
Reaction equation
[C:1]1(=[O:8])O[C:5](=[O:6])[CH:4]=[C:2]1[CH3:3].[NH2:9][C:10]1[CH:15]=[CH:14][C:13]([Br:16])=[CH:12][N:11]=1>C1(C)C=CC=CC=1>[Br:16][C:13]1[CH:14]=[CH:15][C:10]([N:9]2[C:5](=[O:6])[CH:4]=[C:2]([CH3:3])[C:1]2=[O:8])=[N:11][CH:12]=1Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
A mixture of citraconic anhydride (1.00 mL, 11.1 mmol) and 2-amino-5-bromopyridine (1.93 g, 11.2 mmol) in toluene (60 mL) was heated to reflux overnight. The solution was cooled down, filtered. The filtrate was concentrated in vacuo to give a solid (2.10 g, yield: 71%). MS 267 and 269 (M+H).
Workup
- temperaturewas heated
- temperatureto reflux overnight
- temperatureThe solution was cooled down
- filtrationfiltered
- concentrationThe filtrate was concentrated in vacuo
Sources & evidence
- ORD record
- ord-07517b26e624478c890fb3c51e114cc6
- Source dataset
- uspto-grants-2010_06
- Patent number
- US07727982B2
Reaction notes
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