HCID 15158240, compound → HCID 15158242, compound

HRID 1646388Notes

Reaction equation

HRID 1646388 reaction equation
Cl[C:2]1[N:7]=[CH:6][N:5]=[C:4]([N:8]([CH3:14])[N:9]2[CH:13]=[CH:12][CH:11]=[CH:10]2)[CH:3]=1>C(O)C.[Pd]>[CH3:14][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

Participants

4

Reactant 1

HCID 15158240HCID 15158240, compound

Product 1

HCID 15158242HCID 15158242, compoundYield 138.1%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

6-Chloro-N-methyl-N-(1H-pyrrol-1-yl)-4-pyrimidinamine (7.2 g), in 200 ml of ethanol (100%) was hydrogenated under atmospheric pressure at room temperature in the presence of 10% Pd/C (2.0 g) and MgO (1.6 g). When the reaction was complete, the mixture was filtered through celite, and the filtrate evaporated to yield a solid (8.3 g) which was eluted with 10% ethyl acetate/DCM on a silica gel column via flash chromatography. The desired fractions were evaporated to yield 3.74 g (63.3%) of a solid, N-Methyl-N-(1H-pyrrol-1-yl)-4-pyrimidinamine, m.p. 97°-99° C.

Workup

  1. filtrationthe mixture was filtered through celite
  2. customthe filtrate evaporated

Sources & evidence

ORD record
ord-5fb5215c37a0409dbc2abd5ce79873d2
Source dataset
uspto-grants-1993_01
Patent number
US05179204

Reaction notes

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