Hydrazine hydrate (1:1) → tert-Butyl 4-aminomethyl-4-fluoropiperidine-1-carboxylate

HRID 2112549노트

반응식

HRID 2112549 반응식
[C:1]([O:5][C:6]([N:8]1[CH2:13][CH2:12][C:11]([CH2:15][N:16]2C(=O)C3C(=CC=CC=3)C2=O)([F:14])[CH2:10][CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2].O.NN>C(O)C>[C:1]([O:5][C:6]([N:8]1[CH2:9][CH2:10][C:11]([CH2:15][NH2:16])([F:14])[CH2:12][CH2:13]1)=[O:7])([CH3:4])([CH3:3])[CH3:2]

참가 물질

4

반응물 2

HCID 24654Hydrazine hydrate (1:1)HCID 53415317Tert-butyl 4-((1,3-dioxoisoindolin-2-yl)methyl)-4-fluoropiperidine-1-carboxylate

생성물 1

HCID 40152119tert-Butyl 4-aminomethyl-4-fluoropiperidine-1-carboxylate

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

The 4-[(1,3-dioxoisoindolin-2-yl)methyl]-4-fluoropiperidinecarboxylic acid tert-butyl ester was dissolved in ethanol (200 mL), and then hydrazine monohydrate (10.0 mL) was added. After stirring at room temperature for 2 hours, the precipitated solid was filtered out and the filtrate was concentrated under reduced pressure. The obtained crudely purified product was further purified by silica gel column chromatography (5% MeOH/CH2Cl2) to obtain 4-(aminomethyl)-4-fluoropiperidinecarboxylic acid tert-butyl ester. The compound was identified by 1H-NMR. The yield was 3.23 g (76%).

후처리

  1. filtrationthe precipitated solid was filtered out
  2. concentrationthe filtrate was concentrated under reduced pressure
  3. customThe obtained crudely purified product
  4. customwas further purified by silica gel column chromatography (5% MeOH/CH2Cl2)

출처 및 근거

ORD 기록
ord-3358ccc25ea64954a6cb22a8b49b684f
출처 데이터셋
uspto-grants-2009_04
특허 번호
US07524841B2

반응 노트

불러오는 중…