HCID 59536845, compound → HCID 59536725, compound

HRID 709133Notes

Reaction equation

HRID 709133 reaction equation
[Cl:1][C:2]1[C:7]([Cl:8])=[CH:6][CH:5]=[CH:4][C:3]=1[CH:9]([NH:14][C:15](=[O:21])[O:16][C:17]([CH3:20])([CH3:19])[CH3:18])[CH2:10][N+:11]([O-])=O>CO.[Ni]>[NH2:11][CH2:10][CH:9]([NH:14][C:15](=[O:21])[O:16][C:17]([CH3:19])([CH3:18])[CH3:20])[C:3]1[CH:4]=[CH:5][CH:6]=[C:7]([Cl:8])[C:2]=1[Cl:1]

Participants

4

Reactant 1

HCID 59536845HCID 59536845, compound

Product 1

HCID 59536725HCID 59536725, compound

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 887MethanolSolvent

Procedure

A solution of 440 mg (1.31 mmol) of the compound of Example 23A in 100 ml of methanol was hydrogenated in a continuous-flow hydrogenation apparatus fitted with a Raney-nickel cartridge (H-Cube from Thales Nano, Budapest, Model HC-2-SS) at a flow rate of 1 ml/min, a temperature of 40° C. and at standard pressure. After the reaction had ended, the solution was freed from the methanol on a rotary evaporator and the residue was dried briefly under high vacuum. This gave 370 mg (91% of theory) of the title compound.

Workup

  1. customa temperature of 40° C.
  2. customthe solution was freed from the methanol on a rotary evaporator
  3. customthe residue was dried briefly under high vacuum

Sources & evidence

ORD record
ord-2cd6d862bfed4ddba71b061c6148d64f
Source dataset
uspto-grants-2015_11
Patent number
US09180120B2

Reaction notes

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