HCID 86629181, compound → HCID 86629180, compound

HRID 2421865Notes

Reaction equation

HRID 2421865 reaction equation
[CH3:1][C:2]([CH3:24])([CH3:23])[C:3]([O:5][NH:6][C@H:7]([C:20]([OH:22])=[O:21])[CH2:8][S:9][C:10]1[CH:15]=[CH:14][CH:13]=[C:12]([F:16])[C:11]=1[N+:17]([O-])=O)=[O:4]>[Pd].C(O)C>[NH2:17][C:11]1[C:12]([F:16])=[CH:13][CH:14]=[CH:15][C:10]=1[S:9][CH2:8][C@@H:7]([C:20]([OH:22])=[O:21])[NH:6][O:5][C:3](=[O:4])[C:2]([CH3:24])([CH3:1])[CH3:23]

Participants

4

Reactant 1

HCID 86629181HCID 86629181, compound

Product 1

HCID 86629180HCID 86629180, compoundYield 92.5%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

790 mg of 48 (2.192 mmol), 79 mg of Pd/C (10%) and 20 mL of ethanol 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 and 670 mg of expected product 49 are obtained (yellow 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-7d58dbdf4d0040db9b26fe19eff9152e
Source dataset
uspto-grants-2011_06
Patent number
US07960373B2

Reaction notes

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