Methyl iodide → 6-[2-(2-Chloro-4-methoxy-phenyl)-propionyl]-4-ethyl-4H-benzo[1,4]oxazin-3-one

HRID 2096779Notes

Reaction equation

HRID 2096779 reaction equation
[Cl:1][C:2]1[CH:7]=[C:6]([O:8][CH3:9])[CH:5]=[CH:4][C:3]=1[CH2:10][C:11]([C:13]1[CH:14]=[CH:15][C:16]2[O:21][CH2:20][C:19](=[O:22])[N:18]([CH2:23][CH3:24])[C:17]=2[CH:25]=1)=[O:12].[CH3:26]I>>[Cl:1][C:2]1[CH:7]=[C:6]([O:8][CH3:9])[CH:5]=[CH:4][C:3]=1[CH:10]([CH3:26])[C:11]([C:13]1[CH:14]=[CH:15][C:16]2[O:21][CH2:20][C:19](=[O:22])[N:18]([CH2:23][CH3:24])[C:17]=2[CH:25]=1)=[O:12]

Participants

3

Reactant 2

HCID 6328Methyl iodideHCID 666972646-[2-(2-Chloro-4-methoxy-phenyl)-acetyl]-4-ethyl-4H-benzo[1,4]oxazin-3-one

Product 1

HCID 666972276-[2-(2-Chloro-4-methoxy-phenyl)-propionyl]-4-ethyl-4H-benzo[1,4]oxazin-3-one

Procedure

In analogy to Example 56, step 2, 6-[2-(2-chloro-4-methoxy-phenyl)-acetyl]-4-ethyl-4H-benzo[1,4]oxazin-3-one (7.7 g) was reacted with methyl iodide at r.t. for 5.5 h. The product was purified by column chromatography (silica gel, heptane/AcOEt 2:1) to give the title compound (5.1 g) as a white solid. MS (m/e)=374.1 [M+H+]

Workup

  1. customThe product was purified by column chromatography (silica gel, heptane/AcOEt 2:1)

Sources & evidence

ORD record
ord-87ad15a187c342e6a2dfcb37d9b53dd2
Source dataset
uspto-grants-2013_05
Patent number
US08450313B2

Reaction notes

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