Potassium Carbonate → HCID 15654670, compound

HRID 1655471Notes

Reaction equation

HRID 1655471 reaction equation
Cl[CH2:2][CH2:3][C:4]1[N:8]([CH2:9][C:10]2[CH:15]=[CH:14][C:13]([C:16]3[CH:21]=[CH:20][CH:19]=[CH:18][C:17]=3[C:22]#[N:23])=[CH:12][CH:11]=2)[C:7]2[C:24]([C:28]([O:30][CH3:31])=[O:29])=[CH:25][CH:26]=[CH:27][C:6]=2[N:5]=1.[C:32]([O-])([O-])=[O:33].[K+].[K+]>CO>[C:22]([C:17]1[CH:18]=[CH:19][CH:20]=[CH:21][C:16]=1[C:13]1[CH:12]=[CH:11][C:10]([CH2:9][N:8]2[C:7]3[C:24]([C:28]([O:30][CH3:31])=[O:29])=[CH:25][CH:26]=[CH:27][C:6]=3[N:5]=[C:4]2[CH2:3][CH2:2][O:33][CH3:32])=[CH:15][CH:14]=1)#[N:23]

Participants

4

Reactant 2

HCID 11430Potassium CarbonateHCID 15654665HCID 15654665, compound

Product 1

HCID 15654670HCID 15654670, compoundYield 59%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A mixture of methyl 2-(2-chloroethyl)-1-[(2'-cyanobiphenyl-4-yl)methyl]benzimidazole-7-carboxylate (1.0 g) and K2CO3 (0.25 g) in methanol (30 ml) was refluxed for 2 hours. The reaction mixture was concentrated to dryness to give a residue. The residue was dissolved to dryness to give a residue. The residue filtered off. The filtrate was concentrated to dryness and a resulting syrup was purified by column chromatography on silica gel to give a pale yellow syrup (0.45 g, 59%).

Workup

  1. temperaturewas refluxed for 2 hours
  2. concentrationThe reaction mixture was concentrated to dryness
  3. customto give a residue
  4. dissolutionThe residue was dissolved to dryness
  5. customto give a residue
  6. filtrationThe residue filtered off
  7. concentrationThe filtrate was concentrated to dryness
  8. customa resulting syrup was purified by column chromatography on silica gel

Sources & evidence

ORD record
ord-3f5f7d08aa66428a9d8ef04fe6c9ee7f
Source dataset
uspto-grants-1993_10
Patent number
US05250554

Reaction notes

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