Acetone → HCID 10429825, compound

HRID 1489152Notes

Reaction equation

HRID 1489152 reaction equation
[C:1]1([CH:7]2[C:15]3[C:10](=[CH:11][CH:12]=[CH:13][CH:14]=3)[N:9]([C:16]([CH:18]3[CH2:26][CH2:25][C:21]4[N:22]=[CH:23][NH:24][C:20]=4[CH2:19]3)=[O:17])[CH2:8]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[ClH:27].CC(C)=O>C(O)C.C(OCC)(=O)C>[ClH:27].[C:1]1([CH:7]2[C:15]3[C:10](=[CH:11][CH:12]=[CH:13][CH:14]=3)[N:9]([C:16]([CH:18]3[CH2:26][CH2:25][C:21]4[N:22]=[CH:23][NH:24][C:20]=4[CH2:19]3)=[O:17])[CH2:8]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

6

Reactant 3

HCID 180AcetoneHCID 313Hydrochloric AcidHCID 98410295-(3-Phenylindolin-1-ylcarbonyl)-4,5,6,7-tetrahydrobenzimidazole

Product 1

HCID 10429825HCID 10429825, compound

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 8857Ethyl AcetateSolvent

Procedure

A 100 mg portion of the 5-[(3-phenylindolin-1-yl)carbonyl]-4,5,6,7-tetrahydrobenzimidazole produced in the preferred embodiment 3 was dissolved in 5 ml ethanol, and 0.5 ml of a 4N hydrogen chloride solution in ethyl acetate was added under ice cooling, after which concentration under reduced pressure gave an oily residue. Five ml of acetone was added to precipitate crystals which were collected by filtration. The crystals were dissolved in 1 ml of water and then reconcentrated under reduced pressure and thoroughly dried to obtain the 5-[(3-phenylindolin-1-yl)carbonyl]-4,5,6,7-tetrahydrobenzimidazole hydrochloride (compound 4) listed in the above heading.

Workup

  1. concentrationafter which concentration under reduced pressure
  2. customgave an oily residue
  3. customto precipitate crystals which
  4. filtrationwere collected by filtration
  5. dissolutionThe crystals were dissolved in 1 ml of water
  6. customthoroughly dried

Sources & evidence

ORD record
ord-542bd7980204498e812331bb63cc3354
Source dataset
uspto-grants-1997_10
Patent number
US05677326

Reaction notes

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