Sodium Hydroxide → 3-Amino-2-chloro-4-methylpyridine

HRID 2396581Notes

Reaction equation

HRID 2396581 reaction equation
[Cl:1][C:2]1[C:7]([NH2:8])=[CH:6][CH:5]=[CH:4][N:3]=1.Cl[C:10]1C(C(N)=O)=C(C)C=CN=1.[OH-].[Na+].BrBr>>[Cl:1][C:2]1[C:7]([NH2:8])=[C:6]([CH3:10])[CH:5]=[CH:4][N:3]=1

Participants

5

Reactant 4

HCID 14798Sodium HydroxideHCID 24408BromineHCID 805282-Chloro-3-pyridylamineHCID 109428862-Chloro-4-methylpyridine-3-carboxamide

Product 1

HCID 27563873-Amino-2-chloro-4-methylpyridineYield 90%

Procedure

In a manner similar to that described for 2-chloro-3-aminopyridine in Example 14, the title compound was prepared in 90% yield (m.p. 63°-66° C., uncorrected) from 2.57 g of 2-chloro-4-methyl-3-pyridinecarboxamide, 2.28 g of NaOH, and 3.1 g of bromine.

Sources & evidence

ORD record
ord-dc49db542cfc4b73ad2b4ed7f83843e0
Source dataset
uspto-grants-1996_02
Patent number
US05493028

Reaction notes

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