Hydrazine hydrate (1:1) → 6-(Aminomethyl)quinoline

HRID 1892284

反応式

HRID 1892284 の反応式
[N:1]1[C:10]2[C:5](=[CH:6][C:7]([CH2:11][N:12]3C(=O)C4C(=CC=CC=4)C3=O)=[CH:8][CH:9]=2)[CH:4]=[CH:3][CH:2]=1.O.NN>CO>[N:1]1[C:10]2[C:5](=[CH:6][C:7]([CH2:11][NH2:12])=[CH:8][CH:9]=2)[CH:4]=[CH:3][CH:2]=1

参加物

4

反応物 2

HCID 24654Hydrazine hydrate (1:1)HCID 230792942-(Quinolin-6-ylmethyl)isoindoline-1,3-dione

生成物 1

HCID 15143846-(Aminomethyl)quinoline収率 45.5%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

To a solution of 2-(quinolin-6-ylmethyl)isoindoline-1,3-dione (20 g, 69.4 mmol) in MeOH (100 mL) was added hydrazine monohydrate (3.47 g, 69.4 mmol). The solution was heated at reflux for 3 h, then cooled to it and filtered through celite. The filtrate was concentrated in vacuo. EtOAc then was added to the residue and the resulting solution was filtered and concentrated in vacuo to afford 5 g (41%) of the title compound. LCMS (method B): [MH]+=159, tR=0.93 min.

後処理

  1. temperatureThe solution was heated
  2. temperatureat reflux for 3 h
  3. temperaturecooled to it
  4. filtrationfiltered through celite
  5. concentrationThe filtrate was concentrated in vacuo
  6. additionEtOAc then was added to the residue
  7. filtrationthe resulting solution was filtered
  8. concentrationconcentrated in vacuo

出典と根拠

ORDレコード
ord-825378f923b442beb0f776301f894aa8
出典データセット
uspto-grants-2013_08
特許番号
US08507676B2

関連ノート

読み込み中…