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

HRID 1470719

반응식

HRID 1470719 반응식
[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

참가 물질

6

반응물 4

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

생성물 1

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

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

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.

후처리

  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%)

출처 및 근거

ORD 기록
ord-9eaffb0bace24b4dbaf88cbf77a3b7b5
출처 데이터셋
uspto-grants-2015_04
특허 번호
US09006450B2

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