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

HRID 733194ノート

反応式

HRID 733194 の反応式
[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

参加物

5

反応物 2

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

生成物 1

HCID 866196384-Iodo-6-propyl-pyrimidine-2-carbonitrile収率 72.1%

試薬・触媒・溶媒 2

HCID 8028Tetrahydrofuran溶媒HCID 24477Sodium Thiosulfate溶媒

実験手順

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.

後処理

  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)

出典と根拠

ORDレコード
ord-dfc5374f0c9a456a80635445dcc314c8
出典データセット
uspto-grants-2009_09
特許番号
US07589095B2

反応ノート

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