Isothiocyanatotrimethylsilane → HCID 86684679、化合物

HRID 75541

反応式

HRID 75541 の反応式
[CH3:1][O:2][C:3]1[C:8](/[C:9](/[NH:16][CH2:17][CH2:18][OH:19])=[CH:10]/[C:11]([O:13]CC)=O)=[CH:7][CH:6]=[C:5]([O:20][CH3:21])[N:4]=1.C[Si]([N:26]=[C:27]=[S:28])(C)C>CC1OCCC1.CCOC(C)=O>[CH3:1][O:2][C:3]1[C:8]([C:9]2[N:16]([CH2:17][CH2:18][OH:19])[C:27](=[S:28])[NH:26][C:11](=[O:13])[CH:10]=2)=[CH:7][CH:6]=[C:5]([O:20][CH3:21])[N:4]=1

参加物

5

反応物 2

HCID 75297IsothiocyanatotrimethylsilaneHCID 86684678HCID 86684678、化合物

生成物 1

HCID 86684679HCID 86684679、化合物収率 16%

試薬・触媒・溶媒 2

HCID 73012-Methyltetrahydrofuran溶媒HCID 8857Ethyl Acetate溶媒

反応条件

温度
80 °C

実験手順

To a solution of (Z)-ethyl 3-(2,6-dimethoxypyridin-3-yl)-3-((2-hydroxyethyl)amino)acrylate (100 mg, 0.34 mmol) in 2-MeTHF (1.0 mL) was added (trimethylsilyl)isothiocyanate (0.30 mL, 2.0 mmol) and the reaction mixture was heated at 80° C. for 4 hours. The cooled reaction mixture was diluted with EtOAc and washed with a saturated aqueous sodium bicarbonate solution. The layers were separated and the organic layer was concentrated in vacuo. The residue was triturated with MeOH and the resulting solids were collected by vacuum filtration to give the title compound (16 mg, 16%) as a white solid.

後処理

  1. customThe cooled reaction mixture
  2. washwashed with a saturated aqueous sodium bicarbonate solution
  3. customThe layers were separated
  4. concentrationthe organic layer was concentrated in vacuo
  5. customThe residue was triturated with MeOH
  6. filtrationthe resulting solids were collected by vacuum filtration

出典と根拠

ORDレコード
ord-57d982c63b564ccf8f14e28d8af23c19
出典データセット
uspto-grants-2014_09
特許番号
US08835449B2

関連ノート

読み込み中…