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

HRID 1892284

반응식

HRID 1892284 반응식
[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

참가 물질

4

반응물 2

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

생성물 1

HCID 15143846-(Aminomethyl)quinoline수율 45.5%

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-825378f923b442beb0f776301f894aa8
출처 데이터셋
uspto-grants-2013_08
특허 번호
US08507676B2

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