Methanol → HCID 11340294, compound

HRID 1294640Notes

Reaction equation

HRID 1294640 reaction equation
C[O:2]/[C:3](=[N:13]/[C:14]1[CH:19]=[CH:18][C:17]([CH:20]([C:22]2[N:26]([CH2:27][C:28]3[CH:33]=[CH:32][C:31]([C:34]#[N:35])=[CH:30][CH:29]=3)[CH:25]=[N:24][CH:23]=2)[OH:21])=[CH:16][CH:15]=1)/[CH:4]=[CH:5]/[C:6]1[CH:11]=[CH:10][CH:9]=[C:8]([Cl:12])[CH:7]=1.C(Cl)Cl.CO.C([O-])([O-])=O.[K+].[K+]>Cl>[Cl:12][C:8]1[CH:7]=[C:6]([C:5]2[C:19]3[C:14](=[CH:15][CH:16]=[C:17]([CH:20]([OH:21])[C:22]4[N:26]([CH2:27][C:28]5[CH:29]=[CH:30][C:31]([C:34]#[N:35])=[CH:32][CH:33]=5)[CH:25]=[N:24][CH:23]=4)[CH:18]=3)[NH:13][C:3](=[O:2])[CH:4]=2)[CH:11]=[CH:10][CH:9]=1

Participants

6

Reactant 4

HCID 887MethanolHCID 6344DichloromethaneHCID 11430Potassium CarbonateHCID 178494855HCID 178494855, compound

Product 1

HCID 11340294HCID 11340294, compoundYield 0.1%

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Procedure

A mixture of intermediate 7 (0.94 mol) in HCl 3N (5 ml) was stirred at reflux overnight, cooled at room temperature and poured out into ice water. DCM and methanol (little quantity) were added. The organic layer was basified by K2CO3, separated, dried over MgSO4, filtered, and the solvent was evaporated, yielding 0.44 g of 4-[[5-[[4-(3-chlorophenyl)-1,2-dihydro-2-oxo-6-quinolinyl]hydroxymethyl]-1H-imidazol-1-yl]methyl]-benzonitrile (compound 1).

Workup

  1. temperatureat reflux overnight
  2. customseparated
  3. dry with materialdried over MgSO4
  4. filtrationfiltered
  5. customthe solvent was evaporated

Sources & evidence

ORD record
ord-1ab7b39faffe4635bc97e05ec2401390
Source dataset
uspto-grants-2007_07
Patent number
US07241777B2

Reaction notes

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