Calcium Chloride → 5-Amino-2-cyano-3,4-dimethylpyridine

HRID 1441861Notes

Reaction equation

HRID 1441861 reaction equation
[C:1]([C:3]1[C:8]([CH3:9])=[C:7]([CH3:10])[C:6]([N+:11]([O-])=O)=[CH:5][N:4]=1)#[N:2].[Cl-].[Ca+2].[Cl-]>[Fe]>[NH2:11][C:6]1[C:7]([CH3:10])=[C:8]([CH3:9])[C:3]([C:1]#[N:2])=[N:4][CH:5]=1

Participants

4

Reactant 2

HCID 5284359Calcium ChlorideHCID 218752092-Cyano-3,4-dimethyl-5-nitropyridine

Product 1

HCID 218751095-Amino-2-cyano-3,4-dimethylpyridineYield 50%

Reagents, catalysts & solvents 1

HCID 23925IronCatalyst

Procedure

2-Cyano-3,4-dimethyl-5-nitropyridine (0.15 g, 0.85 mmol), calcium chloride (0.05 g, 0.42 mmol), and iron powder (0.44 g, 7.8 mmol, 325 Mesh) were reacted as described in example 772B. Purification of the crude product by silica gel chomatography using 1:1 ether/CH2Cl2 as the eluent gave compound 773B (0.054 g, 50%) as a yellow solid.

Workup

  1. customPurification of the crude product by silica gel chomatography

Sources & evidence

ORD record
ord-18e7a882bf41423fbf833d641653dde5
Source dataset
uspto-grants-2010_02
Patent number
US07655689B2

Reaction notes

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