Hydrochloric Acid → HCID 54158818, compound

HRID 1106899Notes

Reaction equation

HRID 1106899 reaction equation
C([N:8]1[CH2:12][CH2:11][C@H:10]([Si:13]([C:16]([CH3:19])([CH3:18])[CH3:17])([CH3:15])[CH3:14])[CH2:9]1)C1C=CC=CC=1.Cl>C(O)C.[Pd]>[C:16]([Si:13]([CH3:15])([CH3:14])[C@H:10]1[CH2:11][CH2:12][NH:8][CH2:9]1)([CH3:19])([CH3:18])[CH3:17]

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 53703161HCID 53703161, compound

Product 1

HCID 54158818HCID 54158818, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

To a solution of Example 10 (24.78 g, 85 mmol) in ethanol (200 mL) was added palladium catalyst (10% on carbon) (6.0 g) and HCl (4 M in dioxane) (4.5 mL, 18 mmol). This was hydrogenated at 30° C. for 6 hours and then filtered through Celite. The solvent was removed in vacuo, and column chromatography (ethyl acetate:methanol:ammonia 40:9:1) gave the product as a yellow oil, 82 mmol, 96%.

Workup

  1. filtrationfiltered through Celite
  2. customThe solvent was removed in vacuo, and column chromatography (ethyl acetate:methanol:ammonia 40:9:1)

Sources & evidence

ORD record
ord-16f85a4958ee4e079cb4fff1db5a865c
Source dataset
uspto-grants-2000_05
Patent number
US06057357

Reaction notes

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