N-Iodosuccinimide → 7-chloro-3-iodo-1H-pyrrolo[2,3-c]pyridine
Reaction equation
[Cl:1][C:2]1[N:3]=[CH:4][CH:5]=[C:6]2[CH:10]=[CH:9][NH:8][C:7]=12.[I:11]N1C(=O)CCC1=O>C(#N)C>[Cl:1][C:2]1[N:3]=[CH:4][CH:5]=[C:6]2[C:10]([I:11])=[CH:9][NH:8][C:7]=12Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
To a mixture of 7-chloro-1H-pyrrolo[2,3-c]pyridine (0.75 g, 4.92 mmol) and N-iodo-succinimide (1.2 g, 5.41 mmol) was added acetonitrile (31 mL) and the solution was heated to 75 C. After 1 h, the mixture was cooled to r.t., the formed solid was filtered, washed with acetonitrile, and dried to yield the title product (1.2 g). HRMS (ESI) calc (M+H)+=278.9180. found 278.9181.
Workup
- temperaturethe solution was heated to 75 C
- filtrationthe formed solid was filtered
- washwashed with acetonitrile
- customdried
Sources & evidence
- ORD record
- ord-05e985ae68c94ef9ad62258b38aeeac9
- Source dataset
- uspto-grants-2015_08
- Patent number
- US09102673B2
Reaction notes
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