HCID 15524197, compound → HCID 21253075, compound

HRID 1530846Notes

Reaction equation

HRID 1530846 reaction equation
Br[C:2]1[CH:11]=[C:10]([N+:12]([O-])=O)[C:9]([NH2:15])=[C:8]2[C:3]=1[CH2:4][CH2:5][N:6]([CH2:16][C:17]1[CH:22]=[CH:21][C:20]([C:23]([F:26])([F:25])[F:24])=[CH:19][CH:18]=1)[CH2:7]2>CO.[Pd]>[F:25][C:23]([F:24])([F:26])[C:20]1[CH:19]=[CH:18][C:17]([CH2:16][N:6]2[CH2:5][CH2:4][C:3]3[C:8](=[C:9]([NH2:15])[C:10]([NH2:12])=[CH:11][CH:2]=3)[CH2:7]2)=[CH:22][CH:21]=1

Participants

4

Reactant 1

HCID 15524197HCID 15524197, compound

Product 1

HCID 21253075HCID 21253075, compoundYield 117.8%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A solution of the product from Example 15 (0.6 g, 1.4 mmol) in methanol (100 mL) was shaken over 20% Pd/C under hydrogen and pressure for 2.3 hours. The catalyst was filtered off and concentrated under vacuum to give the title compound (0.53 g, 95% yield) as a dark red-brown solid, mp=130-135° C.

Workup

  1. filtrationThe catalyst was filtered off
  2. concentrationconcentrated under vacuum

Sources & evidence

ORD record
ord-1be80f299fb54785925234c040d1eaa6
Source dataset
uspto-grants-2001_03
Patent number
US06197771B1

Reaction notes

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