HCID 66859280, compound → HCID 21880674, compound

HRID 225789Notes

Reaction equation

HRID 225789 reaction equation
[CH2:1]([O:3][C:4](=[O:19])[CH:5]=[CH:6][C:7]1[S:8][C:9]([CH:12]=[CH:13][C:14]([O:16][CH2:17][CH3:18])=[O:15])=[CH:10][CH:11]=1)[CH3:2]>CO.[Pd]>[CH2:17]([O:16][C:14](=[O:15])[CH2:13][CH2:12][C:9]1[S:8][C:7]([CH2:6][CH2:5][C:4]([O:3][CH2:1][CH3:2])=[O:19])=[CH:11][CH:10]=1)[CH3:18]

Participants

4

Reactant 1

HCID 66859280HCID 66859280, compound

Product 1

HCID 21880674HCID 21880674, compoundYield 100.5%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A stirred solution of the intermediate from Step A (6.0 g, 21 mmol) in MeOH (200 mL) was flushed with nitrogen gas and then palladium (600 mg; 10 wt. % (dry basis) on activated carbon) was added. The reaction flask was placed under vacuum and flushed with hydrogen gas (3 cycles). The reaction mixture was stirred for 1 hour and then flushed with nitrogen gas, filtered and the solvent removed under reduced pressure to afford 6.0 g of the title intermediate (99% yield), which was used without further purification.

Workup

  1. customflushed with hydrogen gas (3 cycles)
  2. customflushed with nitrogen gas
  3. filtrationfiltered
  4. customthe solvent removed under reduced pressure

Sources & evidence

ORD record
ord-a0cc3c3f8f1d4bb496c5d0a6cb418557
Source dataset
uspto-grants-2009_07
Patent number
US07557126B2

Reaction notes

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