HCID 90417101, compound → HCID 90417231, compound

HRID 633517Notes

Reaction equation

HRID 633517 reaction equation
[F:1][C:2]1[CH:29]=[C:28]([F:30])[CH:27]=[CH:26][C:3]=1[O:4][C:5]1[CH:10]=[CH:9][C:8]([N+:11]([O-])=O)=[CH:7][C:6]=1[C:14]1[C:22]2[C:17](=[C:18]([O:23][CH3:24])[N:19]=[CH:20][CH:21]=2)[N:16]([CH3:25])[CH:15]=1.[H][H]>[Pd].C(OCC)(=O)C>[F:1][C:2]1[CH:29]=[C:28]([F:30])[CH:27]=[CH:26][C:3]=1[O:4][C:5]1[CH:10]=[CH:9][C:8]([NH2:11])=[CH:7][C:6]=1[C:14]1[C:22]2[C:17](=[C:18]([O:23][CH3:24])[N:19]=[CH:20][CH:21]=2)[N:16]([CH3:25])[CH:15]=1

Participants

5

Reactant 2

HCID 90417101HCID 90417101, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 90417231HCID 90417231, compoundYield 99.5%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8857Ethyl AcetateSolvent

Procedure

A mixture of Example 2C (0.165 g, 0.401 mmol) and 10% palladium on carbon (0.043 g, 0.040 mmol) in ethyl acetate (10 mL) was treated with a balloon of hydrogen gas. The reaction mixture was stirred for 10 hours at ambient temperature. The solid was removed by filtration, and the filtrate was concentrated to give the title compound (0.152 g, 0.399 mmol, 99% yield).

Workup

  1. customThe solid was removed by filtration
  2. concentrationthe filtrate was concentrated

Sources & evidence

ORD record
ord-127eff817fed43f4abbf2bbd0f43c8e2
Source dataset
uspto-grants-2016_04
Patent number
US09321764B2

Reaction notes

Loading…