HCID 58582384, compound → HCID 22258173, compound

HRID 1610832Notes

Reaction equation

HRID 1610832 reaction equation
FC1C=C(F)C=CC=1C([O:6]/[C:7](/[C:30]1[CH:35]=[CH:34][C:33]([F:36])=[CH:32][C:31]=1[F:37])=[CH:8]\[C:9]1[N:13](C(=O)C2C=CC(F)=CC=2F)[C:12]2[CH2:24][CH:25]([CH3:29])[CH2:26][CH:27]([CH3:28])[C:11]=2[N:10]=1)=O>O1CCOCC1.Cl>[F:37][C:31]1[CH:32]=[C:33]([F:36])[CH:34]=[CH:35][C:30]=1[C:7](=[O:6])[CH2:8][C:9]1[NH:13][C:12]2[CH2:24][CH:25]([CH3:29])[CH2:26][CH:27]([CH3:28])[C:11]=2[N:10]=1

Participants

4

Reactant 1

HCID 58582384HCID 58582384, compound

Product 1

HCID 22258173HCID 22258173, compoundYield 26.1%

Reagents, catalysts & solvents 2

HCID 313Hydrochloric AcidSolventHCID 312751,4-DioxaneSolvent

Conditions

Temperature
100 °C

Procedure

The compound of example X, step 4 is dissolved in 10 ml dioxane and 20 ml of hydrogen chloride solution (37%). The solution is heated at 100° C. for 20 h. The organic solvent is evaporated under vacuum. 30 ml water is added to the residue and the mixture is extracted with ethyl acetate. The water phase is reduced under vacuum. The residue is washed with sodium hydroxide solution to yield 150 mg (26.1% of th.) 1-(2,4-Difluoro-phenyl)-2-(4,6-dimethyl-4,5,6,7-tetrahydro-1H-benzimidazol-2-yl)ethanone.

Workup

  1. customThe organic solvent is evaporated under vacuum
  2. addition30 ml water is added to the residue
  3. extractionthe mixture is extracted with ethyl acetate
  4. washThe residue is washed with sodium hydroxide solution

Sources & evidence

ORD record
ord-c520b26c35bb4c2d8c212c38697b793e
Source dataset
uspto-grants-2006_01
Patent number
US06984646B2

Reaction notes

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