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

HRID 2196719ノート

反応式

HRID 2196719 の反応式
[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]

参加物

6

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 23925Iron触媒HCID 962Water溶媒

反応条件

温度
110 °C

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-babc7a234d8f4e898c861bdcc819453c
出典データセット
uspto-grants-2012_12
特許番号
US08338452B2

反応ノート

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