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

HRID 132517Notes

Reaction equation

HRID 132517 reaction equation
[F:1][C:2]1([F:9])[CH2:7][NH:6][C:5]([NH2:8])=[N:4][CH2:3]1.C(=O)([O-])[O-].[K+].[K+].[N:16]1[CH:21]=[CH:20][C:19]([C:22](=O)[CH2:23][C:24](OCC)=[O:25])=[N:18][CH:17]=1>C(O)C>[F:1][C:2]1([F:9])[CH2:7][N:6]2[C:24](=[O:25])[CH:23]=[C:22]([C:19]3[CH:20]=[CH:21][N:16]=[CH:17][N:18]=3)[N:8]=[C:5]2[NH:4][CH2:3]1

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 11961458Ethyl 3-oxo-3-(pyrimidin-4-yl)propanoateHCID 120527235,5-Difluoro-1,4,5,6-tetrahydro-2-pyrimidinamine

Product 1

HCID 1363341197,7-Difluoro-2-(pyrimidin-4-yl)-6,7,8,9-tetrahydro-4H-pyrimido[1,2-a]pyrimidin-4-one

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a suspension of 2.17 g (16.12 mmol) of 5,5-difluoro-1,4,5,6-tetrahydro-2-pyrimidinamine and 1.81 g (16.12 g) of potassium carbonate in 30 ml of ethanol was treated with 2.55 g (13.13 mmol) of ethyl 3-(4-pyrimidinyl)-3-oxopropionate. The reaction mixture was heated at reflux temperature during 32 h.

Workup

  1. temperatureThe reaction mixture was heated
  2. temperatureat reflux temperature during 32 h.

Sources & evidence

ORD record
ord-769f903a6fda417a86f7fa9900293666
Source dataset
uspto-grants-2008_06
Patent number
US07388005B2

Reaction notes

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