N-(1-Methyl-4-piperidinyl)-5-nitro-2-pyrimidinamine → HCID 24823424, compound

HRID 2355078Notes

Reaction equation

HRID 2355078 reaction equation
[CH3:1][N:2]1[CH2:7][CH2:6][CH:5]([NH:8][C:9]2[N:14]=[CH:13][C:12]([N+:15]([O-])=O)=[CH:11][N:10]=2)[CH2:4][CH2:3]1>CCOC(C)=O.CO.[Pd]>[CH3:1][N:2]1[CH2:3][CH2:4][CH:5]([NH:8][C:9]2[N:10]=[CH:11][C:12]([NH2:15])=[CH:13][N:14]=2)[CH2:6][CH2:7]1

Participants

5

Reactant 1

HCID 24823901N-(1-Methyl-4-piperidinyl)-5-nitro-2-pyrimidinamine

Product 1

HCID 24823424HCID 24823424, compound

Reagents, catalysts & solvents 3

HCID 23938PalladiumCatalystHCID 887MethanolSolventHCID 8857Ethyl AcetateSolvent

Procedure

The crude N-(1-methylpiperidin-4-yl)-5-nitropyrimidin-2-amine was combined with 10% Pd/C (500 mg) in EtOAc (8 mL) and MeOH (20 mL) was added. The mixture was purged with H2 and allowed to stir under 1 atm H2 overnight. Filtration through a pad of celite and concentration afforded N2-(1-methylpiperidin-4-yl)pyrimidine-2,5-diamine 17 as a tan solid, which may be used without further purification. MS: m/z found 285 [MH+].

Workup

  1. additionwas added
  2. customThe mixture was purged with H2
  3. filtrationFiltration
  4. concentrationthrough a pad of celite and concentration

Sources & evidence

ORD record
ord-77914a3f1b184cc7a7496dbf2649cfbf
Source dataset
uspto-grants-2010_07
Patent number
US07754717B2

Reaction notes

Loading…