Chlorotrimethylsilane → HCID 46851255、化合物

HRID 1911806ノート

反応式

HRID 1911806 の反応式
[C:1]([CH:3]([CH:12]([CH3:14])[CH3:13])[C:4]([NH:6][C:7]([NH:9][CH2:10][CH3:11])=[O:8])=[O:5])#[N:2].C[Si](N[Si](C)(C)C)(C)C.C[Si](Cl)(C)C>>[CH2:10]([N:9]1[C:1]([NH2:2])=[C:3]([CH:12]([CH3:13])[CH3:14])[C:4](=[O:5])[NH:6][C:7]1=[O:8])[CH3:11]

参加物

4

反応物 3

HCID 6397ChlorotrimethylsilaneHCID 13838HexamethyldisilazaneHCID 46851254HCID 46851254、化合物

生成物 1

HCID 46851255HCID 46851255、化合物収率 42.4%

反応条件

温度
125 °C

実験手順

A flask was charged with 1-(2-cyano-3-methylbutanoyl)-3-ethylurea (1, 17.1 g, 87 mmol), HMDS (86 mL), and TMSCl (1.21 mL, 9 mmol). The reaction mixture is heated to reflux (125° C.) and left stirring for 16-24 h until solution became clear. Reaction is monitored by TLC and upon completion was cooled to room temperature then concentrated. To the resulting residue was added 1 vol. sat. NaHCO3 solution in dropwise. The mixture was added 4-5 vol. of water along with 4-5 vol. of EtOAc. An emulsion forms as the two layers are combined and the slurry is filtered, and the solid is filtered and washed with water (2×0.25 vol) to afford an off-white solid. These solids were dried in a vacuum oven overnight at 40 to 50° C. to yield 7.25 g (42.4%) of 1-ethyl-5-isopropyl-6-amino uracil 2.

後処理

  1. temperatureThe reaction mixture is heated
  2. waitleft
  3. customReaction
  4. temperaturewas cooled to room temperature
  5. concentrationthen concentrated
  6. additionTo the resulting residue was added 1 vol. sat. NaHCO3 solution in dropwise
  7. additionThe mixture was added 4-5 vol. of water along with 4-5 vol. of EtOAc
  8. filtrationthe slurry is filtered
  9. filtrationthe solid is filtered
  10. washwashed with water (2×0.25 vol)
  11. customto afford an off-white solid
  12. customThese solids were dried in a vacuum oven overnight at 40 to 50° C.

出典と根拠

ORDレコード
ord-b30a0a1613c64020bd626ac4eac65a3a
出典データセット
uspto-grants-2013_12
特許番号
US08604193B2

反応ノート

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