1-(6-Methoxypyridin-3-yl)-2-nitro-propan-1-ol → HCID 68479850、化合物

HRID 13020ノート

反応式

HRID 13020 の反応式
[CH3:1][O:2][C:3]1[N:8]=[CH:7][C:6]([CH:9]([OH:15])[CH:10]([N+:12]([O-:14])=[O:13])[CH3:11])=[CH:5][CH:4]=1.[H][H]>CO.[Pd]>[CH3:1][O:2][C:3]1[N:8]=[CH:7][C:6]([CH:9]([OH:15])[CH:10]([N+:12]([O-:14])=[O:13])[CH3:11])=[CH:5][CH:4]=1.[NH2:12][C@@H:10]([CH3:11])[C@@H:9]([C:6]1[CH:7]=[N:8][C:3]([O:2][CH3:1])=[CH:4][CH:5]=1)[OH:15]

参加物

5

反応物 2

HCID 593397011-(6-Methoxypyridin-3-yl)-2-nitro-propan-1-olHCID 178418361HCID 178418361、化合物

生成物 1

HCID 68479850HCID 68479850、化合物収率 24%

試薬・触媒・溶媒 2

HCID 23938Palladium触媒HCID 887Methanol溶媒

実験手順

1-(6-methoxypyridin-3-yl)-2-nitro-propan-1-ol (17c) (2.20 g, 10.37 mmol) was dissolved in methanol (410 mL) and hydrogenated using a H-Cube™ hydrogenation reactor (THALES nanotechnology) equipped with a cartridge of 10% Pd/C. The flow rate was set to 0.8 mL/min, temperature 80° C. and full the hydrogen production at full mode. After evaporation of the solution diastereomers were separated on preparative HPLC (XTerrra C18, 19×50 mm) using a gradient of 5-30% acetonitrile in water (+1% NH3) gave the subtitle compound 17b (448 mg, 24%).

後処理

  1. customwas set to 0.8 mL/min, temperature 80° C.
  2. customAfter evaporation of the solution diastereomers
  3. customwere separated on preparative HPLC (XTerrra C18, 19×50 mm)

出典と根拠

ORDレコード
ord-c83dd22a786c4d7888638a6a624111a0
出典データセット
uspto-grants-2010_06
特許番号
US07728030B2

反応ノート

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