5-Nitro-2-pyridin-4-yl-benzooxazole → 2-Pyridin-4-yl-benzooxazol-5-ylamine

HRID 2111319

반응식

HRID 2111319 반응식
[N+:1]([C:4]1[CH:5]=[CH:6][C:7]2[O:11][C:10]([C:12]3[CH:17]=[CH:16][N:15]=[CH:14][CH:13]=3)=[N:9][C:8]=2[CH:18]=1)([O-])=O>CO.[Pd]>[N:15]1[CH:14]=[CH:13][C:12]([C:10]2[O:11][C:7]3[CH:6]=[CH:5][C:4]([NH2:1])=[CH:18][C:8]=3[N:9]=2)=[CH:17][CH:16]=1

참가 물질

4

반응물 1

HCID 127818735-Nitro-2-pyridin-4-yl-benzooxazole

생성물 1

HCID 7360092-Pyridin-4-yl-benzooxazol-5-ylamine수율 28.1%

시약·촉매·용매 2

HCID 23938Palladium촉매HCID 887Methanol용매

실험 절차

To a solution of 2.03 g (0.00842 mole) of 5-nitro-2-pyridin-4-yl-benzooxazole (R. D. Haugwitz, et al., J. Med. Chem., 1982, 25, 969-74.) in methanol (150 mL) was added 0.2 g of 10% palladium on carbon catalyst. The mixture was hydrogenated on a Parr hydrogenator at 50 psi for 2 hours. The catalyst was filtered off and the solution was concentrated under reduced pressure. The residue was purified by silica gel chromatography, eluting with dichloromethane-methanol (100:0-80:20), to give 0.5 g of 2-pyridin-4-yl-benzooxazol-5-ylamine. HRMS (ES+) m/z Calcd for C12H9N3O+H [(M+H)+]: 212.0819. Found: 212.0818.

후처리

  1. filtrationThe catalyst was filtered off
  2. concentrationthe solution was concentrated under reduced pressure
  3. customThe residue was purified by silica gel chromatography
  4. washeluting with dichloromethane-methanol (100:0-80:20)

출처 및 근거

ORD 기록
ord-f002e2bdd3374600a1d4db8f4f2c0046
출처 데이터셋
uspto-grants-2009_04
특허 번호
US07517873B2

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