Water → (2,5-Di-pyridin-3-yl-pyrrol-1-yl)-carbamic acid 2-trimethylsilanyl-ethyl ester

HRID 1265293ノート

反応式

HRID 1265293 の反応式
[N:1]1[CH:6]=[CH:5][CH:4]=[C:3]([C:7](=O)[CH2:8][CH2:9][C:10]([C:12]2[CH:13]=[N:14][CH:15]=[CH:16][CH:17]=2)=O)[CH:2]=1.[CH3:19][Si:20]([CH3:29])([CH3:28])[CH2:21][CH2:22][O:23][C:24]([NH:26][NH2:27])=[O:25].C1(C)C=CC(S(O)(=O)=O)=CC=1.O>C1(C)C=CC=CC=1>[CH3:19][Si:20]([CH3:29])([CH3:28])[CH2:21][CH2:22][O:23][C:24](=[O:25])[NH:26][N:27]1[C:7]([C:3]2[CH:2]=[N:1][CH:6]=[CH:5][CH:4]=2)=[CH:8][CH:9]=[C:10]1[C:12]1[CH:13]=[N:14][CH:15]=[CH:16][CH:17]=1

参加物

6

反応物 4

HCID 962WaterHCID 6101p-Toluenesulfonic acidHCID 10241327Hydrazinecarboxylic acid 2-trimethylsilanyl-ethyl esterHCID 186154701,4-Di-pyridin-3-yl-butane-1,4-dione

生成物 1

HCID 69946665(2,5-Di-pyridin-3-yl-pyrrol-1-yl)-carbamic acid 2-trimethylsilanyl-ethyl ester

試薬・触媒・溶媒 1

HCID 1140Toluene溶媒

実験手順

A solution of 1,4-di-Pyridin-3-yl-butane-1,4-dione (1 g, 4.2 mmol) in toluene (40 mL) is treated with hydrazinecarboxylic acid 2-trimethylsilanyl-ethyl ester (888 mg, 5.0 mmol) and p-toluenesulfonic acid (30 mg). The reaction vessel is fitted with a Dean Stark trap, and the resulting solution is heated to reflux, with azeotropic removal of water until no starting materials are detected by TLC. The solution is cooled to rt, and washed with water. The organic layer is dried over Na2SO4, filtered and concentrated to afford (2,5-di-pyridin-3-yl-pyrrol-1-yl)-carbamic acid 2-trimethylsilanyl-ethyl ester, which is not purified further.

後処理

  1. customThe reaction vessel is fitted with a Dean Stark trap
  2. temperaturethe resulting solution is heated
  3. washwashed with water
  4. dry with materialThe organic layer is dried over Na2SO4
  5. filtrationfiltered
  6. concentrationconcentrated

出典と根拠

ORDレコード
ord-463986574b82466bab26b005e5b12c7a
出典データセット
uspto-grants-2003_04
特許番号
US06545108B1

反応ノート

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