2,2’-[(1-甲基亚乙基)二(4,1-亚苯基氧亚甲基)]二环氧乙烷与α-氢-ω-羟基聚(氧-1,2-亚乙基)的聚合物 → (6-Fluoro-4-iodo-pyridin-3-ylmethoxy)-ethanol

HRID 1640887笔记

反应方程式

HRID 1640887 反应方程式
[H-].[Na+].[CH2:3]([OH:6])[CH2:4]O.Br[CH2:8][C:9]1[C:10]([I:16])=[CH:11][C:12]([F:15])=[N:13][CH:14]=1.[OH2:17]>>[F:15][C:12]1[N:13]=[CH:14][C:9]([CH2:8][O:17][CH:3]([OH:6])[CH3:4])=[C:10]([I:16])[CH:11]=1

参与物

5

反应物 4

HCID 1742,2’-[(1-甲基亚乙基)二(4,1-亚苯基氧亚甲基)]二环氧乙烷与α-氢-ω-羟基聚(氧-1,2-亚乙基)的聚合物HCID 962聚[6-[4-(4-氰基苯基)苯氧基]己基甲基丙烯酸酯]HCID 24758氢化钠HCID 66674459HCID 66674459，化合物

产物 1

HCID 66738224(6-Fluoro-4-iodo-pyridin-3-ylmethoxy)-ethanol收率 38%

实验过程

Add sodium hydride (54 mg, 2.25 mmol) to 2.5 mL ethylene glycol at 0° C. and stir for 30 min at RT. Add 5-bromomethyl-2-fluoro-4-iodo-pyridine (0.69 g, 2.14 mmol) and heat it to 120° C. for 30 min. Cool to RT, dilute with 70 mL of water, and extract with ether (3×50 mL). Combine organic layers, wash with saturated aqueous sodium chloride, thy over MgSO4, and remove the solvent. Purify by chromatography with diethylether to obtain the title compound (240 mg, 38%). MS (ES) m/z 296 [M+1]+.

后处理

  1. temperatureCool to RT
  2. extractionextract with ether (3×50 mL)
  3. washCombine organic layers, wash with saturated aqueous sodium chloride, thy over MgSO4
  4. customremove the solvent
  5. customPurify by chromatography with diethylether

来源与证据

ORD记录
ord-e69731dedd3047b58557fa7173e9df4e
来源数据集
uspto-grants-2012_02
专利号
US08114872B2

反应笔记

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