HCID 178432322, compound → HCID 178432321, compound

HRID 220782Notes

Reaction equation

HRID 220782 reaction equation
C([N:9]1[CH2:18][CH2:17][C:16]2[N:15]=[C:14]([CH3:19])[NH:13][C:12]=2[C:11]2[CH:20]=[CH:21][CH:22]=[CH:23][C:10]1=2)(=O)C1C=CC=CC=1>Cl.O1CCOCC1>[CH3:19][C:14]1[NH:13][C:12]2[C:11]3[CH:20]=[CH:21][CH:22]=[CH:23][C:10]=3[NH:9][CH2:18][CH2:17][C:16]=2[N:15]=1

Participants

3

Reactant 1

HCID 178432322HCID 178432322, compound

Product 1

HCID 178432321HCID 178432321, compoundYield 66%

Reagents, catalysts & solvents 1

HCID 204431481,4-Dioxane hydrochlorideSolvent

Procedure

6-Benzoyl-2-methyl-1,4,5,6-tetrahydro-1,3,6-triaza-benzo[e]azulene from Example E5.8 (160 mg, 0.53 mmol) was dissolved in a 6M HCl/dioxan solution (50 ml) and heated at reflux for 18 h. The reaction mixture was cooled to room temperature and reduced in vacuo. The residue was partitioned between EtOAc and saturated NaHCO3 (aq) and the layers were separated. The organic layer was washed with brine, dried, filtered and reduced in vacuo to yield the title compound (69 mg, 66%).

Workup

  1. temperatureheated
  2. temperatureat reflux for 18 h
  3. customThe residue was partitioned between EtOAc and saturated NaHCO3 (aq)
  4. customthe layers were separated
  5. washThe organic layer was washed with brine
  6. customdried
  7. filtrationfiltered

Sources & evidence

ORD record
ord-c1733d20b31143ce812564b0425f889a
Source dataset
uspto-grants-2012_06
Patent number
US08202858B2

Reaction notes

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