HCID 131724411, compound → HCID 22730718, compound

HRID 2356115Notes

Reaction equation

HRID 2356115 reaction equation
[C:1]([O:5][C:6]([NH:8][CH:9]([CH2:16][S:17][C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1)/[CH:10]=[CH:11]/[C:12]([O:14][CH3:15])=[O:13])=[O:7])([CH3:4])([CH3:3])[CH3:2]>C(OCC)(=O)C.CO.[Pd]>[C:1]([O:5][C:6]([NH:8][CH:9]([CH2:16][S:17][C:18]1[CH:19]=[CH:20][CH:21]=[CH:22][CH:23]=1)[CH2:10][CH2:11][C:12]([O:14][CH3:15])=[O:13])=[O:7])([CH3:4])([CH3:2])[CH3:3]

Participants

5

Reactant 1

HCID 131724411HCID 131724411, compound

Product 1

HCID 22730718HCID 22730718, compound

Reagents, catalysts & solvents 3

HCID 23938PalladiumCatalystHCID 887MethanolSolventHCID 8857Ethyl AcetateSolvent

Procedure

A mixture of Example 384A (650 mg, 1.92 mmol) and 10% Pd/C (2.3 g, 2.2 mmol) in ethyl acetate (15 mL) and methanol (5 mL) was stirred at room temperature under a hydrogen balloon for 6 hours and filtered through diatomaceous earth (Celite®). The pad was rinsed with hot ethyl acetate, and the combined organic phases were concentrated to provide the desired product.

Workup

  1. filtrationfiltered through diatomaceous earth (Celite®)
  2. washThe pad was rinsed with hot ethyl acetate
  3. concentrationthe combined organic phases were concentrated

Sources & evidence

ORD record
ord-29baf1e535b54e138fb2b1fd00ea976f
Source dataset
uspto-grants-2010_07
Patent number
US07754886B2

Reaction notes

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