Iodine → 4-Iodo-6-propyl-pyrimidine-2-carbonitrile

HRID 733194노트

반응식

HRID 733194 반응식
[I:1]I.[CH2:3]([C:6]1[CH:11]=[C:10]([Sn](C)(C)C)[N:9]=[C:8]([C:16]#[N:17])[N:7]=1)[CH2:4][CH3:5]>C1COCC1.S([O-])([O-])(=O)=S.[Na+].[Na+]>[I:1][C:10]1[CH:11]=[C:6]([CH2:3][CH2:4][CH3:5])[N:7]=[C:8]([C:16]#[N:17])[N:9]=1

참가 물질

5

반응물 2

HCID 807IodineHCID 690493004-Propyl-6-trimethylstannanyl-pyrimidine-2-carbonitrile

생성물 1

HCID 866196384-Iodo-6-propyl-pyrimidine-2-carbonitrile수율 72.1%

시약·촉매·용매 2

HCID 8028Tetrahydrofuran용매HCID 24477Sodium Thiosulfate용매

실험 절차

Iodine (1.64 g, 6.5 mmol) was added at room temperature to a solution of 4-propyl-6-trimethylstannanyl-pyrimidine-2-carbonitrile (2.0 g, 6.5 mmol) in THF (100 mL). The mixture was stirred at room temperature for 2 hours, then diluted with a saturated solution of sodium thiosulfate and the THF was removed under reduced pressure. The aqueous layer was extracted with ethyl acetate (3×100 ml). The combined organic layers were washed with brine, dried over sodium sulphate, filtered and concentrated under reduced pressure. The residue was chromatographed over silica gel (eluent:Cyclohexane/Ethyl acetate 5/5) to afford 4-iodo-6-propyl-pyrimidine-2-carbonitrile (1.28 g, 72%) as a colorless oil.

후처리

  1. customthe THF was removed under reduced pressure
  2. extractionThe aqueous layer was extracted with ethyl acetate (3×100 ml)
  3. washThe combined organic layers were washed with brine
  4. dry with materialdried over sodium sulphate
  5. filtrationfiltered
  6. concentrationconcentrated under reduced pressure
  7. customThe residue was chromatographed over silica gel (eluent:Cyclohexane/Ethyl acetate 5/5)

출처 및 근거

ORD 기록
ord-dfc5374f0c9a456a80635445dcc314c8
출처 데이터셋
uspto-grants-2009_09
특허 번호
US07589095B2

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