Ethanol → 2,3-dimethyl-1H-pyrrolo[2,3-b]pyridin-5-amine

HRID 2196719노트

반응식

HRID 2196719 반응식
[CH3:1][C:2]1[NH:13][C:5]2=[N:6][CH:7]=[C:8]([N+:10]([O-])=O)[CH:9]=[C:4]2[C:3]=1[CH3:14].[Cl-].[NH4+].C(O)C>[Fe].O>[CH3:1][C:2]1[NH:13][C:5]2=[N:6][CH:7]=[C:8]([NH2:10])[CH:9]=[C:4]2[C:3]=1[CH3:14]

참가 물질

6

반응물 3

HCID 702EthanolHCID 25517Ammonium ChlorideHCID 671560892,3-dimethyl-5-nitro-1H-pyrrolo[2,3-b]pyridine

생성물 1

HCID 671560582,3-dimethyl-1H-pyrrolo[2,3-b]pyridin-5-amine수율 100%

시약·촉매·용매 2

HCID 23925Iron촉매HCID 962Water용매

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온도
110 °C

실험 절차

2,3-Dimethyl-5-nitro-1H-pyrrolo[2,3-b]pyridine (0.11 g, 0.596 mmol), iron (0.40 g, 7.16 mmol) and ammonium chloride (0.13 g, 2.39 mmol) were combined with ethanol (2.8 mL) and water (0.65 mL) in a microwave vessel and heated in a microwave reactor to 110° C. for 15 minutes. The reaction mixture was filtered, saturated aqueous sodium bicarbonate was added, and the layers were separated. The aqueous layer was extracted once with ethyl acetate. The organic layers were dried with sodium sulfate, filtered and concentrated in vacuo to afford 2,3-dimethyl-1H-pyrrolo[2,3-b]pyridin-5-amine (0.096 g, 100%), which was carried to the next step without further purification.

후처리

  1. filtrationThe reaction mixture was filtered
  2. additionsaturated aqueous sodium bicarbonate was added
  3. customthe layers were separated
  4. extractionThe aqueous layer was extracted once with ethyl acetate
  5. dry with materialThe organic layers were dried with sodium sulfate
  6. filtrationfiltered
  7. concentrationconcentrated in vacuo

출처 및 근거

ORD 기록
ord-babc7a234d8f4e898c861bdcc819453c
출처 데이터셋
uspto-grants-2012_12
특허 번호
US08338452B2

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