Isobutyl iodide → 1-isobutyl-3-methylpyrimidine-2,4(1H,3H)-dione

HRID 1422994ノート

反応式

HRID 1422994 の反応式
[CH3:1][N:2]1[C:7](=[O:8])[CH:6]=[CH:5][NH:4][C:3]1=[O:9].[CH2:10](I)[CH:11]([CH3:13])[CH3:12].C(=O)([O-])[O-].[Cs+].[Cs+]>CN(C=O)C>[CH2:10]([N:4]1[CH:5]=[CH:6][C:7](=[O:8])[N:2]([CH3:1])[C:3]1=[O:9])[CH:11]([CH3:13])[CH3:12]

参加物

5

反応物 3

HCID 10556Isobutyl iodideHCID 10796Cesium carbonateHCID 790663-Methyluracil

生成物 1

HCID 674157251-isobutyl-3-methylpyrimidine-2,4(1H,3H)-dione

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

A suspension of 3-Methyluracil (3.0 mg, 23.8 mmol), isobutyl iodide (7 mL, 60 mmol) and cesium carbonate (11.6 g, 35.7 mmol) in DMF (30 mL) is stirred at room temperature over a weekend. Solvent is removed under vacuum. The residue is treated with water, and then extracted with dichloromethane four times. The combined organic phase is washed with brine, dried over anhydrous sodium sulfate, and then filtered through a short silica gel column. The filtrate is concentrated to dryness to give product as off white solids, which is used for the next reaction without further purification. MS (ESI) m/z 183.1 [M+H]+.

後処理

  1. customSolvent is removed under vacuum
  2. additionThe residue is treated with water
  3. extractionextracted with dichloromethane four times
  4. washThe combined organic phase is washed with brine
  5. dry with materialdried over anhydrous sodium sulfate
  6. filtrationfiltered through a short silica gel column
  7. concentrationThe filtrate is concentrated to dryness
  8. customto give product as off white solids, which
  9. customis used for the next reaction without further purification

出典と根拠

ORDレコード
ord-4cfb6d72d51c46a6a14cd52c576a5563
出典データセット
uspto-grants-2015_01
特許番号
US08927556B2

反応ノート

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