6-chloro-N-methyl-3-nitropyridin-2-amine → 6-Chloro-N2-methylpyridine-2,3-diamine

HRID 873961Notes

Reaction equation

HRID 873961 reaction equation
[Cl:1][C:2]1[N:7]=[C:6]([NH:8][CH3:9])[C:5]([N+:10]([O-])=O)=[CH:4][CH:3]=1>CCOC(C)=O.CCCCCC>[Cl:1][C:2]1[N:7]=[C:6]([NH:8][CH3:9])[C:5]([NH2:10])=[CH:4][CH:3]=1

Participants

3

Reactant 1

HCID 107500946-chloro-N-methyl-3-nitropyridin-2-amine

Product 1

HCID 249039426-Chloro-N2-methylpyridine-2,3-diamine

Reagents, catalysts & solvents 1

HCID 21226206Ethyl acetate hexaneSolvent

Procedure

The title compound was prepared in analogy to the procedure described in Step 85.2 using 6-chloro-N-methyl-3-nitropyridin-2-amine (Step 102.1) at RT for 23 hr. The crude material was purified by silica gel column chromatography (25% EtOAc/hexane) to afford a purple solid. tR: 0.64 min (LC-MS 2); ESI-MS: 158 [M+H]+ (LC-MS 2); Rf=0.12 (25% EtOAc/Hexane).

Workup

  1. customThe crude material was purified by silica gel column chromatography (25% EtOAc/hexane)
  2. customto afford a purple solid

Sources & evidence

ORD record
ord-0a879d7077ac48089d4d9bc2038bb039
Source dataset
uspto-grants-2015_03
Patent number
US08975417B2

Reaction notes

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