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

HRID 2378465Notes

Reaction equation

HRID 2378465 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 chromatography 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 chromatography

Sources & evidence

ORD record
ord-ebc5759d41404fb8a5b30fff6969d9c4
Source dataset
uspto-grants-2008_12
Patent number
US07470797B2

Reaction notes

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