HCID 86725353, compound → HCID 86725355, compound

HRID 925245Notes

Reaction equation

HRID 925245 reaction equation
[CH2:1]([O:3][C:4]([N:6]1[CH2:22][CH2:21][C:10]2[C:11]3[CH:12](Cl)[C:13]([F:19])([F:18])[CH2:14][C:15]=3[CH:16]=[CH:17][C:9]=2[CH2:8][CH2:7]1)=[O:5])[CH3:2].[H][H]>CCOC(C)=O.[Pd]>[CH2:1]([O:3][C:4]([N:6]1[CH2:22][CH2:21][C:10]2[C:11]3[CH2:12][C:13]([F:19])([F:18])[CH2:14][C:15]=3[CH:16]=[CH:17][C:9]=2[CH2:8][CH2:7]1)=[O:5])[CH3:2]

Participants

5

Reactant 2

HCID 86725353HCID 86725353, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 86725355HCID 86725355, compoundYield 106.3%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8857Ethyl AcetateSolvent

Procedure

The product from step (b) (21 mg) was dissolved in EtOAc (40 ml) and placed in a parr hydrogenation bottle. To this solution was added 5% Pd—C (10 mg). The mixture was shaken under 50 psi of hydrogen for 2 hours after which LCMS indicated no starting material. The mixture was purged with Nitrogen and filtered thru a bed of celite. The solvent was evaporated in vacuo to give the sub-titled compound (20 mg) as a yellow oil. MS: ESI (positive): 296 (M+H).

Workup

  1. customThe mixture was purged with Nitrogen
  2. filtrationfiltered
  3. customThe solvent was evaporated in vacuo

Sources & evidence

ORD record
ord-46b2bd28c766405f8bbf30e5c49fae2b
Source dataset
uspto-grants-2016_03
Patent number
US09284277B2

Reaction notes

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