2-Methoxyethylamine → HCID 22050420, compound

HRID 1832045Notes

Reaction equation

HRID 1832045 reaction equation
[Br:1][C:2]1[C:7](=[O:8])[N:6]([C:9]2[C:14]([F:15])=[CH:13][CH:12]=[CH:11][C:10]=2[F:16])[C:5]([CH:17]=O)=[CH:4][C:3]=1[O:19][CH2:20][C:21]1[CH:26]=[CH:25][C:24]([F:27])=[CH:23][C:22]=1[F:28].[CH3:29][O:30][CH2:31][CH2:32][NH2:33]>ClCCl>[Br:1][C:2]1[C:7](=[O:8])[N:6]([C:9]2[C:14]([F:15])=[CH:13][CH:12]=[CH:11][C:10]=2[F:16])[C:5]([CH2:17][NH:33][CH2:32][CH2:31][O:30][CH3:29])=[CH:4][C:3]=1[O:19][CH2:20][C:21]1[CH:26]=[CH:25][C:24]([F:27])=[CH:23][C:22]=1[F:28]

Participants

4

Reactant 2

HCID 80182-MethoxyethylamineHCID 22050819HCID 22050819, compound

Product 1

HCID 22050420HCID 22050420, compoundYield 36%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

The title compound was prepared by reacting 5-bromo-4-[(2,4-difluorobenzyl)oxy]-1-(2,6-difluorophenyl)-6-oxo-1,6-dihydropyridine-2-carbaldehyde -(0.319 g, 0.7 mmol) with 2-methoxy ethylamine (0.086 ml, 1.0 mmol) and triacetoxy sodium borohydride (0.42 g, 2.0 mmol) in dichloromethane (4 mL) by using a procedure, similar to the one described for Example 468. The crude product was purified by flash column chromatography. Elution with (50:50→40:100) hexanes-ethyl acetate to give 0.13 g of the desired product.

Workup

  1. customThe title compound was prepared
  2. customThe crude product was purified by flash column chromatography
  3. washElution with (50:50→40:100) hexanes-ethyl acetate

Sources & evidence

ORD record
ord-0cc0660401294b72a6ffc2e0fbf13e50
Source dataset
uspto-grants-2006_06
Patent number
US07067540B2

Reaction notes

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