Hydrochloric Acid → HCID 23026164, compound

HRID 1296430Notes

Reaction equation

HRID 1296430 reaction equation
[NH2:1][C:2]1[N:7]=[C:6]([C:8]2[CH:13]=[CH:12][N:11]=[CH:10]N=2)[CH:5]=[CH:4][N:3]=1.[ClH:14].O.[CH:16](O)(C)C>[Pd]>[ClH:14].[N:11]1[CH:12]=[CH:13][C:8]([CH:6]2[NH:7][C:2]([NH2:1])=[N:3][CH2:4][CH2:5]2)=[CH:16][CH:10]=1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 962WaterHCID 3776IsopropanolHCID 23026157HCID 23026157, compound

Product 1

HCID 23026164HCID 23026164, compoundYield 27%

Reagents, catalysts & solvents 1

HCID 23938PalladiumCatalyst

Procedure

To a solution of 5 g (29.2 mmoles) of 2-amino-4-(4-pyrimidyl)-pyrimidine (Journal of Medicinal Chemistry (1978), 21(7), 623-8) in 30 ml of a 6N solution of hydrochloric acid in isopropanol was added 5 ml of water and 0.2 g of palladium on carbon catalyst (10% wt/wt). The suspension was hydrogenated under 40 psi pressure at 50° C. temperature during 8 h. The catalyst was removed by filtration and the solvent evaporated under reduced pressure. Isopropanol was added and the resulting solution was refiltered and the solvent removed by evaporation under reduced pressure to give 2.0 g (27%) of compound as a white powder which was used as such.

Workup

  1. customwas hydrogenated under 40 psi pressure at 50° C.
  2. customduring 8 h
  3. customThe catalyst was removed by filtration
  4. customthe solvent evaporated under reduced pressure
  5. additionIsopropanol was added
  6. customthe solvent removed by evaporation under reduced pressure

Sources & evidence

ORD record
ord-4949701b501e4929862cabd02e67c9bf
Source dataset
uspto-grants-2007_07
Patent number
US07247638B2

Reaction notes

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