HCID 86227608, compound → HCID 86628439, compound

HRID 2426364Notes

Reaction equation

HRID 2426364 reaction equation
[Cl:1][C:2]1[C:7]([N+:8]([O-])=O)=[C:6]([NH:11][CH2:12][CH:13]([CH3:15])[CH3:14])[C:5]([CH3:16])=[C:4]([CH3:17])[N:3]=1>[Pt].C(OCC)(=O)C>[Cl:1][C:2]1[C:7]([NH2:8])=[C:6]([NH:11][CH2:12][CH:13]([CH3:15])[CH3:14])[C:5]([CH3:16])=[C:4]([CH3:17])[N:3]=1

Participants

4

Reactant 1

HCID 86227608HCID 86227608, compound

Product 1

HCID 86628439HCID 86628439, compound

Reagents, catalysts & solvents 2

HCID 23939PlatinumCatalystHCID 8857Ethyl AcetateSolvent

Procedure

2-Chloro-N-isobutyl-5,6-dimethyl-3-nitropyridin-4-amine (25.8 g, 100 mmol) was combined with 5% platinum on carbon (2.58 g) and ethyl acetate (200 mL) in a pressure vessel and hydrogenated at 50 psi (3.4×105 Pa) for 2.5 hours on a Parr apparatus. The reaction mixture was filtered through CELITE filter agent, which was rinsed with ethyl acetate and methanol afterwards. The filtrate was concentrated to give 2-chloro-N4-isobutyl-5,6-dimethylpyridine-3,4-diamine and was used directly in the next step.

Workup

  1. filtrationThe reaction mixture was filtered through CELITE
  2. filtrationfilter agent, which
  3. washwas rinsed with ethyl acetate and methanol afterwards
  4. concentrationThe filtrate was concentrated

Sources & evidence

ORD record
ord-b4262bbac1d344d7a6d562937199eec4
Source dataset
uspto-grants-2011_06
Patent number
US07968563B2

Reaction notes

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