Iodoethane → HCID 58553808, compound

HRID 1182815Notes

Reaction equation

HRID 1182815 reaction equation
[CH2:1]([C:5]1[N:6]=[C:7]([CH3:34])[N:8]([C:27]2[N:32]=[CH:31][C:30]([OH:33])=[CH:29][N:28]=2)[C:9](=[O:26])[C:10]=1[CH2:11][C:12]1[CH:17]=[CH:16][C:15]([C:18]2[C:19]([C:24]#[N:25])=[CH:20][CH:21]=[CH:22][CH:23]=2)=[CH:14][CH:13]=1)[CH2:2][CH2:3][CH3:4].C(=O)([O-])[O-].[K+].[K+].I[CH2:42][CH3:43]>C(#N)C>[CH2:1]([C:5]1[N:6]=[C:7]([CH3:34])[N:8]([C:27]2[N:32]=[CH:31][C:30]([O:33][CH2:42][CH3:43])=[CH:29][N:28]=2)[C:9](=[O:26])[C:10]=1[CH2:11][C:12]1[CH:13]=[CH:14][C:15]([C:18]2[C:19]([C:24]#[N:25])=[CH:20][CH:21]=[CH:22][CH:23]=2)=[CH:16][CH:17]=1)[CH2:2][CH2:3][CH3:4]

Participants

5

Reactant 3

HCID 6340IodoethaneHCID 11430Potassium CarbonateHCID 58553813HCID 58553813, compound

Product 1

HCID 58553808HCID 58553808, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Conditions

Temperature
60 °C

Procedure

Process 1: To the acetonitrile (1 mL) solution of 4′-{[4-butyl-1-(5-hydroxypyrimidin-2-yl)-2-methyl-6-oxo-1,6-dihydropyrimidin-5-yl]methyl}biphenyl-2-carbonitrile (68 mg, 0.15 mmol), potassium carbonate (41 mg, 0.30 mmol) and iodoethane (70 mg, 0.448 mmol) were added and stirred at 60° C. for 5 hrs. After that, the reaction mixture was filtered and washed with ethyl acetate. The filtrate was distilled off to obtain 4′-{[4-butyl-1-(5-ethoxypyrimidin-2-yl)-2-methyl-6-oxo-1,6-dihydropyrimidin-5-yl]methyl}biphenyl-2-carbonitrile.

Workup

  1. filtrationAfter that, the reaction mixture was filtered
  2. washwashed with ethyl acetate
  3. distillationThe filtrate was distilled off

Sources & evidence

ORD record
ord-d9bdc417669d4570b9e304ed66acef54
Source dataset
uspto-grants-2014_03
Patent number
US08664226B2

Reaction notes

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