HCID 86629184, compound → HCID 86629183, compound

HRID 2421869Notes

Reaction equation

HRID 2421869 reaction equation
[CH3:1][C:2]([CH3:25])([CH3:24])[C:3]([O:5][NH:6][C@H:7]([C:21]([OH:23])=[O:22])[CH2:8][S:9][C:10]1[CH:15]=[CH:14][CH:13]=[C:12]([O:16][CH3:17])[C:11]=1[N+:18]([O-])=O)=[O:4]>[Pd].CO>[NH2:18][C:11]1[C:12]([O:16][CH3:17])=[CH:13][CH:14]=[CH:15][C:10]=1[S:9][CH2:8][C@@H:7]([C:21]([OH:23])=[O:22])[NH:6][O:5][C:3](=[O:4])[C:2]([CH3:1])([CH3:24])[CH3:25]

Participants

4

Reactant 1

HCID 86629184HCID 86629184, compound

Product 1

HCID 86629183HCID 86629183, compoundYield 80.5%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

2.43 g of 53 (6.53 mmol), 285 mg of Pd/C (10%) and 174 mL of methanol are hydrogenated at 5 bar for 10 hours at 20° C. in an autoclave. After filtering off the catalyst through Celite, the solvent is evaporated off and 1.8 g of expected product 54 are obtained (brown oil), which product is used directly in the following step.

Workup

  1. filtrationAfter filtering off the catalyst through Celite
  2. customthe solvent is evaporated off

Sources & evidence

ORD record
ord-89d5641df3c642a9a20c780f5e00548e
Source dataset
uspto-grants-2011_06
Patent number
US07960373B2

Reaction notes

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