Water → 3-Cyclopentylmethoxy-5-phenoxy-pyridine-2-ylamine

HRID 1966243ノート

反応式

HRID 1966243 の反応式
[CH:1]1([CH2:6][O:7][C:8]2[C:9]([N+:21]([O-])=O)=[N:10][CH:11]=[C:12]([O:14][C:15]3[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=3)[CH:13]=2)[CH2:5][CH2:4][CH2:3][CH2:2]1.O>C(O)(=O)C.[Zn]>[CH:1]1([CH2:6][O:7][C:8]2[C:9]([NH2:21])=[N:10][CH:11]=[C:12]([O:14][C:15]3[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=3)[CH:13]=2)[CH2:2][CH2:3][CH2:4][CH2:5]1

参加物

5

反応物 2

HCID 962WaterHCID 674864163-Cyclopentylmethoxy-2-nitro-5-phenoxy-pyridine

生成物 1

HCID 684895913-Cyclopentylmethoxy-5-phenoxy-pyridine-2-ylamine収率 80%

試薬・触媒・溶媒 2

HCID 23994Zinc触媒HCID 176Acetic Acid溶媒

反応条件

温度
100 °C

実験手順

3-Cyclopentylmethoxy-2-nitro-5-phenoxy-pyridine (1.2 mmol) is dissolved in acetic acid (4 ml). After addition of water (4 ml), zinc powder (6 eq.) is added and the reaction suspension is heated to 100° C. for 90 minutes. The reaction suspension is cooled to room temperature and filtrated. The filtrate is pored into 3.5% NaOH (30 ml) and extracted with dichloromethane. The combined organic layers are extracted with brine, dried over MgSO4 and the solvent is removed in vacuo. 3-Cyclopentylmethoxy-5-phenoxy-pyridine-2-ylamine is obtained as yellow powder in a yield of 80%. HPLC (method C): 1.83 min, LC-MS (method A): 1.486 min, 285.15 (MH+).

後処理

  1. additionis added
  2. temperatureThe reaction suspension is cooled to room temperature
  3. filtrationfiltrated
  4. extractionextracted with dichloromethane
  5. extractionThe combined organic layers are extracted with brine
  6. dry with materialdried over MgSO4
  7. customthe solvent is removed in vacuo

出典と根拠

ORDレコード
ord-e9d7b8d39c874efd8a51868fd5cb199e
出典データセット
uspto-grants-2013_04
特許番号
US08420642B2

反応ノート

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