Ammonium Chloride → HCID 89691033, compound

HRID 2203090Notes

Reaction equation

HRID 2203090 reaction equation
[CH:1]1([C:4]2[N:8]([CH3:9])[C:7]3[CH:10]=[C:11]([N:14]4[CH:19]=[CH:18][C:17]([O:20][CH2:21][C:22]#[N:23])=[CH:16][C:15]4=[O:24])[CH:12]=[CH:13][C:6]=3[N:5]=2)[CH2:3][CH2:2]1.[NH4+:25].[Cl-:26]>CO.C[O-].[Na+]>[ClH:26].[CH:1]1([C:4]2[N:8]([CH3:9])[C:7]3[CH:10]=[C:11]([N:14]4[CH:19]=[CH:18][C:17]([O:20][CH2:21][C:22](=[NH:25])[NH2:23])=[CH:16][C:15]4=[O:24])[CH:12]=[CH:13][C:6]=3[N:5]=2)[CH2:2][CH2:3]1

Participants

5

Reactant 2

HCID 25517Ammonium ChlorideHCID 121386269HCID 121386269, compound

Product 1

HCID 89691033HCID 89691033, compoundYield 105.1%

Reagents, catalysts & solvents 2

HCID 10942334Sodium MethoxideCatalystHCID 887MethanolSolvent

Procedure

To a solution of ((1-(2-cyclopropyl-1-methyl-1H-benzimidazol-6-yl)-2-oxo-1,2-dihydropyridin-4-yl)oxy)acetonitrile (300 mg) in MeOH (4 ml) was added sodium methoxide (2.5 mg), and the mixture was stirred at room temperature for 4 h. NH4Cl (52.6 mg) was added to the mixture, and the mixture was stirred at room temperature overnight. The solvent was evaporated, and the residual solid was washed with IPA-IPE to give the title compound (368 mg) as a light brown solid.

Workup

  1. stirringthe mixture was stirred at room temperature overnight
  2. customThe solvent was evaporated
  3. washthe residual solid was washed with IPA-IPE

Sources & evidence

ORD record
ord-85d2eb09dd6840bd9b5244548fb1912e
Source dataset
uspto-grants-2016_06
Patent number
US09365540B2

Reaction notes

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