HCID 86629178, compound → HCID 86629177, compound

HRID 2421863Notes

Reaction equation

HRID 2421863 reaction equation
[C:1]([C:3]1[CH:4]=[C:5]([C:9]2[CH:14]=[CH:13][CH:12]=[C:11]([N+:15]([O-])=O)[C:10]=2[S:18][CH2:19][C@@H:20]([C:29]([OH:31])=[O:30])[NH:21][O:22][C:23](=[O:28])[C:24]([CH3:27])([CH3:26])[CH3:25])[CH:6]=[CH:7][CH:8]=1)#[N:2]>[Pd].CO>[NH2:15][C:11]1[C:10]([S:18][CH2:19][C@@H:20]([C:29]([OH:31])=[O:30])[NH:21][O:22][C:23](=[O:28])[C:24]([CH3:25])([CH3:26])[CH3:27])=[C:9]([C:5]2[CH:6]=[CH:7][CH:8]=[C:3]([C:1]#[N:2])[CH:4]=2)[CH:14]=[CH:13][CH:12]=1

Participants

4

Reactant 1

HCID 86629178HCID 86629178, compound

Product 1

HCID 86629177HCID 86629177, compoundYield 91.5%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

410 mg of 43 (0.925 mmol), 41 mg of Pd/C (10%) and 20 mL of MeOH are hydrogenated at 7 bar for 10 hours at 20° C. in an autoclave. After filtering off the catalyst through Celite, the solvent is evaporated off to give 350 mg of expected product 44, 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-80097046ef2749a59f4455ddc2e8ab86
Source dataset
uspto-grants-2011_06
Patent number
US07960373B2

Reaction notes

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