Iodoethane → HCID 58114932, compound

HRID 2197486Notes

Reaction equation

HRID 2197486 reaction equation
[Cl:1][C:2]1[C:3]([C:9]2[C:18](=[O:19])[NH:17][C:12]3=[N:13][CH:14]=[CH:15][N:16]=[C:11]3[C:10]=2[O:20][C:21](=[O:25])[CH:22]([CH3:24])[CH3:23])=[N:4][CH:5]=[C:6]([Cl:8])[CH:7]=1.C(=O)([O-])[O-].[K+].[K+].[CH2:32](I)[CH3:33]>C(#N)C>[Cl:1][C:2]1[C:3]([C:9]2[C:18](=[O:19])[N:17]([CH2:32][CH3:33])[C:12]3=[N:13][CH:14]=[CH:15][N:16]=[C:11]3[C:10]=2[O:20][C:21](=[O:25])[CH:22]([CH3:23])[CH3:24])=[N:4][CH:5]=[C:6]([Cl:8])[CH:7]=1

Participants

5

Reactant 3

HCID 6340IodoethaneHCID 11430Potassium CarbonateHCID 58114921HCID 58114921, compound

Product 1

HCID 58114932HCID 58114932, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Conditions

Temperature
100 °C

Procedure

Isobutyric acid 7-(3,5-dichloro-pyrid-2-yl)-6-oxo-5,6-dihydro-pyrido[2,3-b]pyrazin-8-yl ester (Example 1.3) (0.250 g) was dissolved in acetonitrile (2 ml) and potassium carbonate (0.138 g) and ethyl iodide (0.1 ml) were added successively. The reaction mixture was heated in a microwave at 100° C. for 11 minutes, cooled to ambient temperature and concentrated. The residue was purified by column chromatography on silica gel (eluent: hexane/ethyl acetate 1:1) to give Compound No. A6 of Table A as a yellow gum which solidified on standing (0.101 g).

Workup

  1. temperaturecooled to ambient temperature
  2. concentrationconcentrated
  3. customThe residue was purified by column chromatography on silica gel (eluent: hexane/ethyl acetate 1:1)
  4. customto give Compound No

Sources & evidence

ORD record
ord-68a1285d49d54d3496a96609d8dea302
Source dataset
uspto-grants-2012_12
Patent number
US08338598B2

Reaction notes

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