Triethylamine → HCID 28972568, compound

HRID 56157Notes

Reaction equation

HRID 56157 reaction equation
[O:1]1[CH2:6][CH2:5][N:4]([CH2:7][CH2:8][NH2:9])[CH2:3][CH2:2]1.F[C:11]1[CH:16]=[CH:15][C:14]([N+:17]([O-:19])=[O:18])=[CH:13][C:12]=1[F:20].CCN(CC)CC>CCOC(C)=O>[F:20][C:12]1[CH:13]=[C:14]([N+:17]([O-:19])=[O:18])[CH:15]=[CH:16][C:11]=1[NH:9][CH2:8][CH2:7][N:4]1[CH2:5][CH2:6][O:1][CH2:2][CH2:3]1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 1230531,2-Difluoro-4-nitrobenzeneHCID 4082852-Morpholinoethylamine

Product 1

HCID 28972568HCID 28972568, compoundYield 84.4%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

A solution of 2-morpholinoethanamine (0.90 g, 6.91 mmol), 1,2-difluoro-4-nitrobenzene (1.10 g, 6.91 mmol) and Et3N (1.40 g, 13.82 mmol) in EtOAc (10 mL) was refluxed under N2 for 24 h, then cooled to rt and concentrated in vacuo. The residue was purified by a silica gel column chromatography (PE/EtOAc (V/V)=4:1) to give the title compound as yellow oil (1.57 g, 84%).

Workup

  1. concentrationconcentrated in vacuo
  2. customThe residue was purified by a silica gel column chromatography (PE/EtOAc (V/V)=4:1)

Sources & evidence

ORD record
ord-8bc05db339de4f0585cf5d122c8a5d69
Source dataset
uspto-grants-2016_09
Patent number
US09434695B2

Reaction notes

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