Hydrochloric Acid → HCID 178524227, compound

HRID 2264228Notes

Reaction equation

HRID 2264228 reaction equation
[F:1][C:2]1[CH:3]=[N:4][CH:5]=[C:6]([F:33])[C:7]=1[C:8]1[CH:9]=[C:10]2[N:22]=[C:21]([C:23]3[CH:32]=[CH:31][C:26]([C:27]([O:29]C)=[O:28])=[CH:25][CH:24]=3)[NH:20][C:11]2=[N:12][C:13]=1[C:14]1[CH:15]=[N:16][CH:17]=[CH:18][CH:19]=1.Cl>C(O)C.[OH-].[Na+]>[F:33][C:6]1[CH:5]=[N:4][CH:3]=[C:2]([F:1])[C:7]=1[C:8]1[CH:9]=[C:10]2[N:22]=[C:21]([C:23]3[CH:32]=[CH:31][C:26]([C:27]([OH:29])=[O:28])=[CH:25][CH:24]=3)[NH:20][C:11]2=[N:12][C:13]=1[C:14]1[CH:15]=[N:16][CH:17]=[CH:18][CH:19]=1

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 178497564HCID 178497564, compound

Product 1

HCID 178524227HCID 178524227, compoundYield 84.7%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 14798Sodium HydroxideSolvent

Conditions

Temperature
60 °C

Procedure

To a solution of methyl 4-[6-(3,5-difluoropyridin-4-yl)-5-pyridin-3-yl-3H-imidazo[4,5-b]pyridin-2-yl]benzoate (0.05 g, 0.11 mmol) in ethanol (1.1 mL), 2N sodium hydroxide aqueous solution (0.11 mL) was added. The mixture was heated at 60° C. for 5.5 h and then neutralised with 2N hydrogen chloride aqueous solution. The solvent was evaporated and the crude mixture was suspended in water, the solid formed was filtered and dried to give the title compound (0.04 g, 76% of yield).

Workup

  1. customThe solvent was evaporated
  2. customthe solid formed
  3. filtrationwas filtered
  4. customdried

Sources & evidence

ORD record
ord-af63a5d2652e4138b6a76886661bac4d
Source dataset
uspto-grants-2010_12
Patent number
US07855202B2

Reaction notes

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