HCID 117601900, compound → HCID 117601684, compound

HRID 1773704Notes

Reaction equation

HRID 1773704 reaction equation
[CH3:1][C:2]1[C:6]([C:7]2[CH:8]=[C:9]([C:17]([C:19]3[CH:24]=[CH:23][C:22]([F:25])=[CH:21][CH:20]=3)=[CH2:18])[C:10]3[NH:14][C:13](=[O:15])[NH:12][C:11]=3[CH:16]=2)=[C:5]([CH3:26])[O:4][N:3]=1>[Pd].C(O)C>[CH3:1][C:2]1[C:6]([C:7]2[CH:8]=[C:9]([CH:17]([C:19]3[CH:20]=[CH:21][C:22]([F:25])=[CH:23][CH:24]=3)[CH3:18])[C:10]3[NH:14][C:13](=[O:15])[NH:12][C:11]=3[CH:16]=2)=[C:5]([CH3:26])[O:4][N:3]=1

Participants

4

Reactant 1

HCID 117601900HCID 117601900, compound

Product 1

HCID 117601684HCID 117601684, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

A suspension of 6-(3,5-dimethylisoxazol-4-yl)-4-(1-(4-fluorophenyl)vinyl)-1H-benzo[d]imidazol-2(3H)-one (60 mg, 0.172 mmol) and 10% palladium on carbon (20 mg) in 5 mL ethanol was purged with hydrogen gas and allowed to stir for 2 hours. The reaction mixture was then filtered and the solvents evaporated. Residue was purified by preparative HPLC which afforded 6-(3,5-dimethylisoxazol-4-yl)-4-(1-(4-fluorophenyl)ethyl)-1H-benzo[d]imidazol-2(3H)-one.

Workup

  1. customwas purged with hydrogen gas
  2. filtrationThe reaction mixture was then filtered
  3. customthe solvents evaporated
  4. customResidue was purified by preparative HPLC which

Sources & evidence

ORD record
ord-db98ff39506e4df28b3e8b096682cb46
Source dataset
uspto-grants-2016_02
Patent number
US09255089B2

Reaction notes

Loading…