Potassium Carbonate → 7,7-Dimethyl-2-(pyrimidin-4-yl)-6,7,8,9-tetrahydro-4H-pyrimido[1,2-a]pyrimidin-4-one

HRID 505345Notes

Reaction equation

HRID 505345 reaction equation
[N:1]1[CH:6]=[CH:5][C:4]([C:7](=O)[CH2:8][C:9]([O:11]CC)=O)=[N:3][CH:2]=1.Cl.[CH3:16][C:17]1([CH3:24])[CH2:22][NH:21][C:20]([NH2:23])=[N:19][CH2:18]1.C(=O)([O-])[O-].[K+].[K+]>CO>[CH3:16][C:17]1([CH3:24])[CH2:22][N:21]2[C:9](=[O:11])[CH:8]=[C:7]([C:4]3[CH:5]=[CH:6][N:1]=[CH:2][N:3]=3)[N:23]=[C:20]2[NH:19][CH2:18]1

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 11961458Ethyl 3-oxo-3-(pyrimidin-4-yl)propanoateHCID 234662455,5-Dimethyl-1,4,5,6-tetrahydropyrimidin-2-amine hydrochloride

Product 1

HCID 1360828947,7-Dimethyl-2-(pyrimidin-4-yl)-6,7,8,9-tetrahydro-4H-pyrimido[1,2-a]pyrimidin-4-one

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A mixture containing 5.15 g (26.52 mmol) of ethyl 3-(4-pyrimidinyl)-3-oxopropionate, (prepared by analogy to the method described in patent DE 2705582), 4.34 g (26.52 mmol) of 5,5-dimethyl-1,4,5,6-tetrahydro-2-pyrimidinamine monohydrochloride (prepared by analogy to U.S. Pat. No. 4,262,122) and 3.66 g (26.5 mmol) of potassium carbonate in 60 ml of methanol were heated at reflux temperature during 18 h.

Workup

  1. custom(prepared by analogy to the method
  2. customprepared by analogy to U.S
  3. temperatureat reflux temperature during 18 h.

Sources & evidence

ORD record
ord-e650bf87cea04d17af67d48a6de2728f
Source dataset
uspto-grants-2010_08
Patent number
US07781440B2

Reaction notes

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