Methyl morpholine oxide → HCID 66699032、化合物

HRID 1095902ノート

反応式

HRID 1095902 の反応式
C[N+]1([O-])CCOCC1.[Cl:9][C:10]1[CH:11]=[C:12]([CH:22]=[CH:23][C:24]=1[CH:25]([CH3:35])[CH:26]([OH:34])[C:27]1[CH:32]=[CH:31][N:30]=[C:29]([CH3:33])[CH:28]=1)[O:13][C:14]1[CH:21]=[CH:20][C:17]([C:18]#[N:19])=[CH:16][CH:15]=1>C(Cl)Cl.[Ru]([O-])(=O)(=O)=O.C([N+](CCC)(CCC)CCC)CC>[Cl:9][C:10]1[CH:11]=[C:12]([CH:22]=[CH:23][C:24]=1[CH:25]([CH3:35])[C:26]([C:27]1[CH:32]=[CH:31][N:30]=[C:29]([CH3:33])[CH:28]=1)=[O:34])[O:13][C:14]1[CH:21]=[CH:20][C:17]([C:18]#[N:19])=[CH:16][CH:15]=1

参加物

5

反応物 2

HCID 82029Methyl morpholine oxideHCID 666990954-{3-Chloro-4-[2-hydroxy-1-methyl-2-(2-methyl-pyridin-4-yl)-ethyl]-phenoxy}-benzonitrile

生成物 1

HCID 66699032HCID 66699032、化合物収率 42.5%

試薬・触媒・溶媒 2

HCID 178419074HCID 178419074、化合物触媒HCID 6344Dichloromethane溶媒

実験手順

4-Methyl-morpholine-4-oxide (136 mg) and tetrapropylammonium perruthenate (18 mg) were added to a solution of 4-{3-chloro-4-[2-hydroxy-1-methyl-2-(2-methyl-pyridin-4-yl)-ethyl]-phenoxy}-benzonitrile (190 mg, 0.5 mmol) in DCM (5 ml) with 3A molecular sieves. The mixture was stirred for 2 h at room temperature, filtered and concentrated to an oil. The residue was purified by flash chromatography (SiO2, 0 to 30% EtOAc/heptane) to give the title compound (80 mg) as a light yellow solid. MS (m/e)=377.3 [M+H+].

後処理

  1. filtrationfiltered
  2. concentrationconcentrated to an oil
  3. customThe residue was purified by flash chromatography (SiO2, 0 to 30% EtOAc/heptane)

出典と根拠

ORDレコード
ord-9b76a7b8986e4c78bf53f687a5eb0691
出典データセット
uspto-grants-2012_03
特許番号
US08138189B2

反応ノート

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