HCID 68684502, compound → HCID 68681761, compound

HRID 1994104Notes

Reaction equation

HRID 1994104 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5](/[CH:8]=[CH:9]/[C:10]([NH:12][C:13]2[CH:18]=[CH:17][C:16]([C:19]([F:22])([F:21])[F:20])=[C:15]([Cl:23])[CH:14]=2)=[O:11])=[CH:4][C:3]=1[O:24][CH3:25]>CO.[Pd]>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][CH2:9][C:10]([NH:12][C:13]2[CH:18]=[CH:17][C:16]([C:19]([F:22])([F:21])[F:20])=[C:15]([Cl:23])[CH:14]=2)=[O:11])=[CH:4][C:3]=1[O:24][CH3:25]

Participants

4

Reactant 1

HCID 68684502HCID 68684502, compound

Product 1

HCID 68681761HCID 68681761, compoundYield 77.3%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

The alkene from Step 2 (0.755 g, 1.80 mmol) was suspended in MeOH. To this suspension was added Pd/C (10 wt %). The reaction was placed under an atmosphere of hydrogen gas and allowed to stir at rt for 3 h. The mixture was filtered through Celite and concentrated. The residue was purified by column chromatography to give the desired product (0.546 g, 72%). LCMS: (FA) ES+ 392.0 (M+1), ES− 390.0 (M−1).

Workup

  1. filtrationThe mixture was filtered through Celite
  2. concentrationconcentrated
  3. customThe residue was purified by column chromatography

Sources & evidence

ORD record
ord-de97192b943a4311af5455077147f1fa
Source dataset
uspto-grants-2010_01
Patent number
US07652041B2

Reaction notes

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