HCID 24823899, compound → HCID 24823423, compound

HRID 453358Notes

Reaction equation

HRID 453358 reaction equation
[O:1]1[CH2:6][CH2:5][N:4]([CH2:7][CH2:8][CH2:9][NH:10][C:11]2[N:16]=[CH:15][C:14]([N+:17]([O-])=O)=[CH:13][N:12]=2)[CH2:3][CH2:2]1>CCOC(C)=O.CO.[Pd]>[O:1]1[CH2:6][CH2:5][N:4]([CH2:7][CH2:8][CH2:9][NH:10][C:11]2[N:12]=[CH:13][C:14]([NH2:17])=[CH:15][N:16]=2)[CH2:3][CH2:2]1

Participants

5

Reactant 1

HCID 24823899HCID 24823899, compound

Product 1

HCID 24823423HCID 24823423, compound

Reagents, catalysts & solvents 3

HCID 23938PalladiumCatalystHCID 887MethanolSolventHCID 8857Ethyl AcetateSolvent

Procedure

The crude N-(3-morpholinopropyl)-5-nitropyrimidin-2-amine was combined with 10% Pd/C (500 mg) in EtOAc (20 mL) and MeOH (10 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 16 as a thick rust colored oil, which may be used without further purification. MS: m/z found 270 [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-3aa233f1a7ba4b02821e001fec68934d
Source dataset
uspto-grants-2013_07
Patent number
US08492404B2

Reaction notes

Loading…