Water → HCID 68313699, compound

HRID 2404399Notes

Reaction equation

HRID 2404399 reaction equation
[F:1][C:2]1[C:3]([N+:16]([O-])=O)=[C:4]2[C:9](=[CH:10][CH:11]=1)[CH:8]=[N:7][C:6]([CH2:12][CH:13]([CH3:15])[CH3:14])=[CH:5]2.O>C1COCC1.[Ni]>[F:1][C:2]1[CH:11]=[CH:10][C:9]2[CH:8]=[N:7][C:6]([CH2:12][CH:13]([CH3:14])[CH3:15])=[CH:5][C:4]=2[C:3]=1[NH2:16]

Participants

5

Reactant 2

HCID 962WaterHCID 68313462HCID 68313462, compound

Product 1

HCID 68313699HCID 68313699, compoundYield 102.3%

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 8028TetrahydrofuranSolvent

Procedure

A solution of Example 139B (2.39 g, 9.63 mmol) in THF (50 mL) was added to a Ra—Ni 2800, water slurry (2.390 g, 40.7 mmol) in a 250 mL pressure bottle and stirred for 100 min at 30 psi and ambient temperature. The mixture was filtered through a nylon membrane and then concentrated under reduced pressure to provide the title compound (2.15 g, 100% yield), which was used without further purification. (ESI) m/z 219.2 (M+H)+.

Workup

  1. filtrationThe mixture was filtered through a nylon membrane
  2. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-ec7dca3b43d0456dae4b3567beab28b2
Source dataset
uspto-grants-2014_08
Patent number
US08802711B2

Reaction notes

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