HCID 15158245, compound → HCID 15158247, compound

HRID 1646395Notes

Reaction equation

HRID 1646395 reaction equation
Cl[C:2]1[N:7]=[CH:6][N:5]=[C:4]([N:8]([CH2:14][CH2:15][CH3:16])[N:9]2[CH:13]=[CH:12][CH:11]=[CH:10]2)[CH:3]=1>C(O)C.[Pd]>[CH2:14]([N:8]([N:9]1[CH:13]=[CH:12][CH:11]=[CH:10]1)[C:4]1[CH:3]=[CH:2][N:7]=[CH:6][N:5]=1)[CH2:15][CH3:16]

Participants

4

Reactant 1

HCID 15158245HCID 15158245, compound

Product 1

HCID 15158247HCID 15158247, compoundYield 117.5%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent2×

Procedure

To a slurry of 10% Pd/C (1.0 g) and MgO (0.8 g) in 10 ml ethanol (100%) was added 6-chloro-N-propyl-N-(1H-pyrrol-1-y)-4-pyrimidinamine (4.9 g), in 90 ml ethanol (100%) and the mixture was hydrogenated under atmospheric pressure at room temperature for 6 hours. The mixture was filtered and the filtrate evaporated to yield 4.92 g of a solid which was eluted with 10% ethyl acetate/DCM on a silica gel column via flash method. The desired fractions were evaporated to yield 2.45 g (57.8%) of an oil, N-propyl-N-(1H-pyrrol-1-yl)-4-pyrimidinamine.

Workup

  1. filtrationThe mixture was filtered
  2. customthe filtrate evaporated

Sources & evidence

ORD record
ord-ff2edb944ab94831a21478115dca268c
Source dataset
uspto-grants-1993_01
Patent number
US05179204

Reaction notes

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