Methyl iodide → HCID 21394524, compound

HRID 460756Notes

Reaction equation

HRID 460756 reaction equation
[CH2:1]([N:3]1[C:7]2[N:8]=[CH:9][C:10]3[C:15](=[O:16])[N:14]4[N:17]=[C:18]([CH3:20])[CH:19]=[C:13]4[NH:12][C:11]=3[C:6]=2[CH:5]=[N:4]1)[CH3:2].[Na].[CH3:22]I>COCCOCCOC>[CH2:1]([N:3]1[C:7]2[N:8]=[CH:9][C:10]3[C:15](=[O:16])[N:14]4[N:17]=[C:18]([CH3:20])[CH:19]=[C:13]4[N:12]([CH3:22])[C:11]=3[C:6]=2[CH:5]=[N:4]1)[CH3:2]

Participants

5

Reactant 3

HCID 6328Methyl iodideHCID 5360545SodiumHCID 178462995HCID 178462995, compound

Product 1

HCID 21394524HCID 21394524, compound

Reagents, catalysts & solvents 1

HCID 8150DiglymeSolvent

Procedure

8.05 g. of 3-ethyl-3,11-dihydro-9-methyl-6H-pyrazolo[1,5-a]pyrazolo[4',3':5,6]pyrido[4,3-d]pyrimidin-6-one (0.03 mol.) are refluxed with stirring in 100 ml. of diethyleneglycol dimethylether together with 0.9 g. of sodium (0.04 mol.) for 2 hours. After this time, 14.2 g. of methyl iodide (0.1 mol.) are added and heating is continued for 12 hours. The solvent is removed in vacuo and the residue crystallized with methanol, filtered and washed with water to obtain 3-ethyl-3,11-dihydro-9,11-dimethyl-6H-pyrazolo[1,5-a]pyrazolo[4',3':5,6]pyrido[4,3-d]-pyrimidin-6-one, yield 5.2 g. (61%), m.p. 306°-307° (methanol).

Workup

  1. temperatureheating
  2. customThe solvent is removed in vacuo
  3. customthe residue crystallized with methanol
  4. filtrationfiltered
  5. washwashed with water

Sources & evidence

ORD record
ord-dfcc5fd51c4d4283b5d4c84188960425
Source dataset
uspto-grants-1977_12
Patent number
US04061632

Reaction notes

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