3-Nitro-5-(trifluoromethyl)pyridin-2-amine → 5-(Trifluoromethyl)pyridine-2,3-diamine

HRID 722051Notes

Reaction equation

HRID 722051 reaction equation
[NH2:1][C:2]1[C:7]([N+:8]([O-])=O)=[CH:6][C:5]([C:11]([F:14])([F:13])[F:12])=[CH:4][N:3]=1>CO.[Pd]>[NH2:1][C:2]1[C:7]([NH2:8])=[CH:6][C:5]([C:11]([F:13])([F:12])[F:14])=[CH:4][N:3]=1

Participants

4

Reactant 1

HCID 106083913-Nitro-5-(trifluoromethyl)pyridin-2-amine2×

Product 1

HCID 102144255-(Trifluoromethyl)pyridine-2,3-diamine

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

0.44 g of 2-amino-3-nitro-5-trifluoromethylpyridine (starting material B2) dissolved in 50 ml methanol are hydrogenated over 0.05 g of 10% strength Pd/C until no starting material is detectable by TLC. After filtration, the solvent is evaporated and the solid residue is dried in vacuo. This gives 0.366 g of the title compound of m.p. 97–99° C. The mass spectrum shows the molecular peak MH+ at 178.3 Da.

Workup

  1. filtrationAfter filtration
  2. customthe solvent is evaporated
  3. customthe solid residue is dried in vacuo

Sources & evidence

ORD record
ord-6a6b8054398d42628863951e2c3f6ea3
Source dataset
uspto-grants-2006_11
Patent number
US07138399B2

Reaction notes

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