HCID 15490830, compound → HCID 22243668, compound

HRID 2114285Notes

Reaction equation

HRID 2114285 reaction equation
[C:1]([O:5][C:6]([NH:8][CH:9]([CH2:13][NH:14][C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][C:16]=1[N+:21]([O-])=O)[C:10]([OH:12])=[O:11])=[O:7])([CH3:4])([CH3:3])[CH3:2]>CCO.[Pd]>[NH2:21][C:16]1[CH:17]=[CH:18][CH:19]=[CH:20][C:15]=1[NH:14][CH2:13][CH:9]([NH:8][C:6]([O:5][C:1]([CH3:4])([CH3:3])[CH3:2])=[O:7])[C:10]([OH:12])=[O:11]

Participants

4

Reactant 1

HCID 15490830HCID 15490830, compound

Product 1

HCID 22243668HCID 22243668, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

A suspension of 1.0 eq of 89 and 0.1 wt/wt eq of 10% Pd on carbon in 35 mL of EtOH was hydrogenated under 50 psi of H2 for 30 min, until consumption of H2 ceased. The reaction mixture was filtered through Celite. The filtrate was concentrated by rotary evaporation. The crude material was dried under vacuum to give acid 90.

Workup

  1. customwas hydrogenated under 50 psi of H2 for 30 min, until consumption of H2
  2. filtrationThe reaction mixture was filtered through Celite
  3. concentrationThe filtrate was concentrated by rotary evaporation
  4. dry with materialThe crude material was dried under vacuum

Sources & evidence

ORD record
ord-7e6f420cf14842e18b84060a56486f34
Source dataset
uspto-grants-2008_10
Patent number
US07432379B2

Reaction notes

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