HCID 13277357, compound → HCID 13277360, compound

HRID 904895Notes

Reaction equation

HRID 904895 reaction equation
[CH3:1][N:2]([CH3:18])[CH2:3][CH2:4][N:5]1[C:10]2[N:11]=[C:12]([CH3:16])[CH:13]=[C:14]([CH3:15])[C:9]=2[CH2:8][NH:7][C:6]1=[O:17]>C(Cl)(Cl)Cl.[O-2].[O-2].[Mn+4]>[CH3:18][N:2]([CH3:1])[CH2:3][CH2:4][N:5]1[C:10]2[N:11]=[C:12]([CH3:16])[CH:13]=[C:14]([CH3:15])[C:9]=2[CH:8]=[N:7][C:6]1=[O:17]

Participants

4

Reactant 1

HCID 13277357HCID 13277357, compound

Product 1

HCID 13277360HCID 13277360, compoundYield 48.7%

Reagents, catalysts & solvents 2

HCID 178418406HCID 178418406, compoundCatalystHCID 6212ChloroformSolvent

Procedure

A solution of 1-(2-dimethylaminoethyl)-5,7-dimethyl-1,2,3,4-tetrahydropyrido[2,3-d]pyrimidin-2-one (5.0 g, 20 mmol) in chloroform (150 ml) containing activated manganese dioxide (15 g) is refluxed for 15 hours. The reaction mixture is filtered hot and the collected manganese dioxide re-extracted with hot chloroform. The combined organic extracts are evaporated and the residue crystallized from cyclohexane to yield 2.4 g of pure title product; m.p.: 137°-139° C.

Workup

  1. temperatureis refluxed for 15 hours
  2. filtrationThe reaction mixture is filtered hot
  3. extractionthe collected manganese dioxide re-extracted with hot chloroform
  4. customThe combined organic extracts are evaporated
  5. customthe residue crystallized from cyclohexane

Sources & evidence

ORD record
ord-86a84ae0a49740a3b3c123f7f1563b29
Source dataset
uspto-grants-1983_12
Patent number
US04420615

Reaction notes

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