HCID 86629187, compound → HCID 86629186, compound

HRID 2421873Notes

Reaction equation

HRID 2421873 reaction equation
[CH3:1][C:2]([CH3:30])([CH3:29])[C:3]([O:5][NH:6][C@H:7]([C:26]([OH:28])=[O:27])[CH2:8][S:9][C:10]1[CH:15]=[CH:14][CH:13]=[C:12]([O:16][C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)[C:11]=1[N+:23]([O-])=O)=[O:4]>[Pd].CO>[NH2:23][C:11]1[C:12]([O:16][C:17]2[CH:18]=[CH:19][CH:20]=[CH:21][CH:22]=2)=[CH:13][CH:14]=[CH:15][C:10]=1[S:9][CH2:8][C@@H:7]([C:26]([OH:28])=[O:27])[NH:6][O:5][C:3](=[O:4])[C:2]([CH3:29])([CH3:30])[CH3:1]

Participants

4

Reactant 1

HCID 86629187HCID 86629187, compound

Product 1

HCID 86629186HCID 86629186, compoundYield 89%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

0.76 g of 58 (1.75 mmol), 76 mg of Pd/C (10%) and 34.5 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 0.63 g of expected product 59 is 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-a369066b44b94a9c85c986398a700ac8
Source dataset
uspto-grants-2011_06
Patent number
US07960373B2

Reaction notes

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