2-Amino-5-bromopyridine → 1-(2-Chloro-6-fluorobenzoyl)-3-(5-bromo-2-pyridinyl)urea
Reaction equation
[Cl:1][C:2]1[CH:22]=[CH:21][CH:20]=[C:19]([F:23])[C:3]=1[C:4]([NH:6][C:7]([O:9]C1C=CC([N+]([O-])=O)=CC=1)=O)=[O:5].[Br:24][C:25]1[CH:26]=[CH:27][C:28]([NH2:31])=[N:29][CH:30]=1>>[Cl:1][C:2]1[CH:22]=[CH:21][CH:20]=[C:19]([F:23])[C:3]=1[C:4]([NH:6][C:7]([NH:31][C:28]1[CH:27]=[CH:26][C:25]([Br:24])=[CH:30][N:29]=1)=[O:9])=[O:5]Participants
3
Procedure
To a solution of 2-chloro-6-fluorobenzamidocarboxylic acid, 4-nitrophenyl ester, in an inert organic solvent is added 5-bromo-2-aminopyridine. The reaction mixture is stirred at an elevated temperature for a period of time, and is then evaporated to dryness under vacuum. The product named in the heading above, identical to the product of Example 2, is isolated and purified by recrystallization.
Workup
- customis then evaporated to dryness under vacuum
- customis isolated
- custompurified by recrystallization
Sources & evidence
- ORD record
- ord-f41619048b9f44fe984c3c1b1e1bfa8c
- Source dataset
- uspto-grants-1981_07
- Patent number
- US04281003
Reaction notes
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