聚[6-[4-(4-氰基苯基)苯氧基]己基甲基丙烯酸酯] → 5-(4-Iodo-pyridin-2-yloxy)-pyrimidine

HRID 1470719

反应方程式

HRID 1470719 反应方程式
[N:1]1[CH:6]=[C:5]([OH:7])[CH:4]=[N:3][CH:2]=1.[H-].[Na+].F[C:11]1[CH:16]=[C:15]([I:17])[CH:14]=[CH:13][N:12]=1.O>CN(C=O)C>[I:17][C:15]1[CH:14]=[CH:13][N:12]=[C:11]([O:7][C:5]2[CH:6]=[N:1][CH:2]=[N:3][CH:4]=2)[CH:16]=1

参与物

6

反应物 4

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 5658555-羟基嘧啶HCID 70235702-氟-4-碘吡啶

产物 1

HCID 666349945-(4-Iodo-pyridin-2-yloxy)-pyrimidine

试剂、催化剂与溶剂 1

HCID 6228N,N-二甲基甲酰胺溶剂

实验过程

To 259 mg (26.9 mmol) pyrimidin-5-ol (J. Chem. Soc. 1956, 2033) in 200 mL DMF are added 108 mg (26.9 mmol) sodium hydride (60% dispersion in mineral oil). The mixture is stirred for 20 min at rt. After that time, 500 mg (22.4 mmol) 2-fluoro-4-iodopyridine are added and the mixture is stirred for 12 h at 80° C. Subsequently the mixture is poured into water and extracted with ethyl acetate (3×). The combined organic layers are washed with brine. After drying over sodium sulphate, the solvent is removed in vacuo and the residue is purified by column chromatography (silica gel; heptane/ethyl acetate, gradient 0-60%) to yield the desired product.

后处理

  1. stirringthe mixture is stirred for 12 h at 80° C
  2. extractionextracted with ethyl acetate (3×)
  3. washThe combined organic layers are washed with brine
  4. dry with materialAfter drying over sodium sulphate
  5. customthe solvent is removed in vacuo
  6. customthe residue is purified by column chromatography (silica gel; heptane/ethyl acetate, gradient 0-60%)

来源与证据

ORD记录
ord-9eaffb0bace24b4dbaf88cbf77a3b7b5
来源数据集
uspto-grants-2015_04
专利号
US09006450B2

关联笔记

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