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

HRID 1966243노트

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HRID 1966243 반응식
[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

참가 물질

5

반응물 2

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

생성물 1

HCID 684895913-Cyclopentylmethoxy-5-phenoxy-pyridine-2-ylamine수율 80%

시약·촉매·용매 2

HCID 23994Zinc촉매HCID 176Acetic Acid용매

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온도
100 °C

실험 절차

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+).

후처리

  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

출처 및 근거

ORD 기록
ord-e9d7b8d39c874efd8a51868fd5cb199e
출처 데이터셋
uspto-grants-2013_04
특허 번호
US08420642B2

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