2-Methoxyethylamine → Ethyl (4-{[(2-methoxyethyl)amino]methyl}-2-methylphenoxy)acetate

HRID 1269592Notes

Reaction equation

HRID 1269592 reaction equation
[CH3:1][O:2][CH2:3][CH2:4][NH2:5].C(N[CH2:11][C:12]1[CH:24]=[CH:23][C:15]([O:16][CH2:17][C:18]([O:20][CH2:21][CH3:22])=[O:19])=[C:14]([CH3:25])[CH:13]=1)CCC>>[CH3:1][O:2][CH2:3][CH2:4][NH:5][CH2:11][C:12]1[CH:24]=[CH:23][C:15]([O:16][CH2:17][C:18]([O:20][CH2:21][CH3:22])=[O:19])=[C:14]([CH3:25])[CH:13]=1

Participants

3

Reactant 2

HCID 80182-MethoxyethylamineHCID 58622846Ethyl {4-[(butylamino)methyl]-2-methylphenoxy}acetate

Product 1

HCID 58622873Ethyl (4-{[(2-methoxyethyl)amino]methyl}-2-methylphenoxy)acetate

Procedure

Prepared using 2-methoxyethylamine (1.4 mL, 16.2 mmol) and the synthetic procedure described for Intermediate 7. Purification of the crude product by SCX SPE (5×10 g) loading and washing with EtOH and then eluting product with 5% NH3 in EtOH, and removal of the solvent in vacuo yielded the title compound as a brown oil (1.8 g).

Workup

  1. customPrepared
  2. customPurification of the crude product by SCX SPE (5×10 g) loading
  3. washwashing with EtOH
  4. customeluting product with 5% NH3 in EtOH, and removal of the solvent in vacuo

Sources & evidence

ORD record
ord-8d8d09f0ecf847e0b8aee6388f2c29fc
Source dataset
uspto-grants-2007_04
Patent number
US07199239B2

Reaction notes

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