HCID 22479733, compound → HCID 22479794, compound

HRID 1272824Notes

Reaction equation

HRID 1272824 reaction equation
[C:1]1(/[CH:7]=[CH:8]/[C:9]2[C:17]3[C:12](=[CH:13][CH:14]=[C:15]([C:18]#[N:19])[CH:16]=3)[N:11]([CH:20]3[CH2:25][CH2:24][CH2:23][CH2:22][O:21]3)[N:10]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1>C(OCC)(=O)C>[O:21]1[CH2:22][CH2:23][CH2:24][CH2:25][CH:20]1[N:11]1[C:12]2[C:17](=[CH:16][C:15]([C:18]#[N:19])=[CH:14][CH:13]=2)[C:9]([CH2:8][CH2:7][C:1]2[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=2)=[N:10]1

Participants

3

Reactant 1

HCID 22479733HCID 22479733, compound

Product 1

HCID 22479794HCID 22479794, compoundYield 84%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

3-((1E)-2-Phenylvinyl)-1-perhydro-2H-pyran-2-yl-1H-indazole-5-carbonitrile (0.275 g, 0.83 mmol) was dissolved in ethyl acetate (20 mL). The flask was purged with nitrogen, then hydrogen. To this solution was added palladium on carbon (10 weight %, 14 mg). The mixture was stirred under an atmosphere of hydrogen for 5 hours. The catalyst was filtered and washed with small portions of ethyl acetate (5 mL). The filtrate was concentrated under reduced pressure resulting in the title compound (oil solidified under vacuum) (0.117 g, 84% yield): ES-MS (m/z) 332 [M+1]+.

Workup

  1. customThe flask was purged with nitrogen
  2. additionTo this solution was added palladium on carbon (10 weight %, 14 mg)
  3. filtrationThe catalyst was filtered
  4. washwashed with small portions of ethyl acetate (5 mL)
  5. concentrationThe filtrate was concentrated under reduced pressure

Sources & evidence

ORD record
ord-78049d06b44e40f695b758edc788f9b4
Source dataset
uspto-grants-2007_04
Patent number
US07208513B2

Reaction notes

Loading…