HCID 57629503, compound → HCID 57629486, compound

HRID 2108363Notes

Reaction equation

HRID 2108363 reaction equation
[O:1]1[CH2:6][CH2:5][N:4]([C:7]2[CH:8]=[CH:9][C:10]([N+:22]([O-])=O)=[C:11]([CH:21]=2)[O:12][CH2:13][CH2:14][N:15]2[CH2:20][CH2:19][O:18][CH2:17][CH2:16]2)[CH2:3][CH2:2]1>CO.[Pd]>[O:1]1[CH2:2][CH2:3][N:4]([C:7]2[CH:8]=[CH:9][C:10]([NH2:22])=[C:11]([O:12][CH2:13][CH2:14][N:15]3[CH2:16][CH2:17][O:18][CH2:19][CH2:20]3)[CH:21]=2)[CH2:5][CH2:6]1

Participants

4

Reactant 1

HCID 57629503HCID 57629503, compound

Product 1

HCID 57629486HCID 57629486, compoundYield 82%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A solution of 106B (50 mg, 0.15mmol) in MeOH (10 mL) was degassed for 10 minutes and then treated with 10% Pd on activated carbon (15 mg). The reaction mixture was stirred at room temperature for 18 hours under a hydrogen atmosphere. The catalyst was removed by filtration and the filtrate was concentrated to give 4-morpholino-2-(2-morpholinoethoxy)aniline (35 mg, 82%).

Workup

  1. customThe catalyst was removed by filtration
  2. concentrationthe filtrate was concentrated

Sources & evidence

ORD record
ord-49b6965c80df45ecb9454649351c7216
Source dataset
uspto-grants-2009_04
Patent number
US07514435B2

Reaction notes

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