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tert-Butyl 4-(2-chloro-5-fluoro-4-nitrobenzylidene)piperidine-1-carboxylate → Tert-butyl 4-(4-amino-2-chloro-5-fluorobenzyl)piperidine-1-carboxylate

HRID 515302
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반응식

HRID 515302 반응식
[Cl:1][C:2]1[CH:21]=[C:20]([N+:22]([O-])=O)[C:19]([F:25])=[CH:18][C:3]=1[CH:4]=[C:5]1[CH2:10][CH2:9][N:8]([C:11]([O:13][C:14]([CH3:17])([CH3:16])[CH3:15])=[O:12])[CH2:7][CH2:6]1>C(O)C.[Pt](=O)=O>[NH2:22][C:20]1[C:19]([F:25])=[CH:18][C:3]([CH2:4][CH:5]2[CH2:10][CH2:9][N:8]([C:11]([O:13][C:14]([CH3:17])([CH3:16])[CH3:15])=[O:12])[CH2:7][CH2:6]2)=[C:2]([Cl:1])[CH:21]=1
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참가 물질

4

반응물 1

HCID 67194189tert-Butyl 4-(2-chloro-5-fluoro-4-nitrobenzylidene)piperidine-1-carboxylate

생성물 1

HCID 67194509Tert-butyl 4-(4-amino-2-chloro-5-fluorobenzyl)piperidine-1-carboxylate수율 114.1%

시약·촉매·용매 2

HCID 345198Adams' catalyst촉매HCID 702Ethanol용매2회

실험 절차

A slurry of platinum (IV) oxide (0.074 mmol, 16.84 mg) in ethanol was added to a solution of tert-butyl 4-(2-chloro-5-fluoro-4-nitrobenzylidene)piperidine-1-carboxylate (1.483 mmol, 550 mg) in ethanol and the resulting suspension was hydrogenated at 3 bar for 45 minutes. The reaction mixture was filtered through celite, washing with ethanol. The filtrate was concentrated under vacuum to afford the intermediate tert-butyl 4-(4-amino-2-chloro-5-fluorobenzyl)piperidine-1-carboxylate (580 mg).

후처리

  1. filtrationThe reaction mixture was filtered through celite
  2. washwashing with ethanol
  3. concentrationThe filtrate was concentrated under vacuum

출처 및 근거

ORD 기록
ord-4cafd27267124ca4ab336bfa170c2738
출처 데이터셋
uspto-grants-2015_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09108939B2

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