Water → 5-(4-Iodo-pyridin-2-yloxy)-pyrimidine

HRID 1470719

反応式

HRID 1470719 の反応式
[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

参加物

6

反応物 4

HCID 962WaterHCID 24758Sodium hydrideHCID 565855Pyrimidin-5-olHCID 70235702-Fluoro-4-iodopyridine

生成物 1

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

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

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.

後処理

  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%)

出典と根拠

ORDレコード
ord-9eaffb0bace24b4dbaf88cbf77a3b7b5
出典データセット
uspto-grants-2015_04
特許番号
US09006450B2

関連ノート

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