Ammonium Chloride → 2-Chloro-4-methylpyridine-3-carboxamide
Reaction equation
[Cl:1][C:2]1[C:7]([C:8]([NH2:10])=[O:9])=[CH:6][CH:5]=[CH:4][N:3]=1.Cl[C:12]1C(C(OCC)=O)=C(C)C=CN=1.[NH4+].[Cl-]>[N+](CCCC)(CCCC)(CCCC)CCCC.[Br-].N>[Cl:1][C:2]1[C:7]([C:8]([NH2:10])=[O:9])=[C:6]([CH3:12])[CH:5]=[CH:4][N:3]=1Participants
6
Procedure
In a manner similar to that described for 2-chloro-3-pyridinecarboxamide in Example 13, the title compound (m.p. 168-170) was prepared in 64% yield from 4 g of ethyl 2-chloro-4-methyl-3-pyridinecarboxylate, 1 g of NH4Cl, 30 mL of concentrated aqueous ammonia, and 0.6 of Bu4NBr.
Sources & evidence
- ORD record
- ord-238cbb26a9994d04abb5a03391bf38d9
- Source dataset
- uspto-grants-1996_02
- Patent number
- US05493028
Reaction notes
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