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

HRID 723721Notes

Reaction equation

HRID 723721 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 (0.15g, 0.85 mmol), calcium chloride (0.05g, 0.42 mmol), and iron powder (0.44g, 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 (0.054g, 50%) as a yellow solid.

Workup

  1. customPurification of the crude product by silica gel chomatography

Sources & evidence

ORD record
ord-651ae1a8e1644e76a421dbb151f750ac
Source dataset
uspto-grants-2006_11
Patent number
US07141578B2

Reaction notes

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