7-Chloro-1,8-naphthyridin-2-amine → 7-methoxy-1,8-Naphthyridin-2-amine

HRID 908

反応式

HRID 908 の反応式
Cl[C:2]1[CH:11]=[CH:10][C:9]2[C:4](=[N:5][C:6]([NH2:12])=[CH:7][CH:8]=2)[N:3]=1.[CH3:13][O-:14].[Na+]>CO>[CH3:13][O:14][C:2]1[CH:11]=[CH:10][C:9]2[C:4](=[N:5][C:6]([NH2:12])=[CH:7][CH:8]=2)[N:3]=1

参加物

4

反応物 2

HCID 851997-Chloro-1,8-naphthyridin-2-amineHCID 10942334Sodium Methoxide

生成物 1

HCID 217930277-methoxy-1,8-Naphthyridin-2-amine

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

A mixture of 2-chloro-7-amino-1,8-napthyridine (Newkome, G. R. et al, J. Org. Chem., 1981, 46, 833-39) (180 mg, 1 mmol) and a methanolic solution of sodium methoxide (458 μL, 25 wt. %) in methyl alcohol (2 mL) was heated at 50° C. for 19 hours. The reaction mixture was allowed to cool, filtered through Celite using dichloromethane, concentrated in vacuo and the residue purified on Silica gel (1:9:0.2 methyl alcohol/dichloromethane/ammonium hydroxide) to afford 2-methoxy-7-amino-1,8-naphthyridine as a pale yellow solid.

後処理

  1. temperatureto cool
  2. filtrationfiltered through Celite
  3. concentrationconcentrated in vacuo
  4. customthe residue purified on Silica gel (1:9:0.2 methyl alcohol/dichloromethane/ammonium hydroxide)

出典と根拠

ORDレコード
ord-5cd86490cc5f416d8215674f1fbf73d6
出典データセット
uspto-grants-1998_03
特許番号
US05723462

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