Water → HCID 14994381、化合物

HRID 846582ノート

反応式

HRID 846582 の反応式
[NH2:1][C:2]1[C:7]([C:8](OCC)=[O:9])=[C:6]([C:13]2[CH:18]=[CH:17][C:16]([F:19])=[CH:15][CH:14]=2)[C:5]([C:20]([O:22][CH3:23])=[O:21])=[C:4]([CH:24]([CH3:26])[CH3:25])[N:3]=1.O>C1(C)C=CC=CC=1.O1CCCC1>[NH2:1][C:2]1[C:7]([CH2:8][OH:9])=[C:6]([C:13]2[CH:14]=[CH:15][C:16]([F:19])=[CH:17][CH:18]=2)[C:5]([C:20]([O:22][CH3:23])=[O:21])=[C:4]([CH:24]([CH3:26])[CH3:25])[N:3]=1

参加物

5

反応物 2

HCID 962WaterHCID 14994380Amino-3-ethoxycarbonyl-4-(4-fluorophenyl)-6-isopropyl-5-methoxycarbonyl-pyridine

生成物 1

HCID 14994381HCID 14994381、化合物

試薬・触媒・溶媒 2

HCID 1140Toluene溶媒HCID 8028Tetrahydrofuran溶媒2 回

反応条件

温度
30 °C

実験手順

100 ml (0.35 mol) of a 3.5M solution of sodium bis-(2-methoxy-ethoxy)-dihydroaluminate in toluene are initially introduced under argon into 100 ml of tetrahydrofuran p.a. 63 g (175 mmol) of the compound from Example III dissolved in 700 ml of tetrahydrofuran are added dropwise and the mixture is subsequently stirred at 30° C. for 1 h. 2 l of water are cautiously added dropwise. The phases are separated and the aqueous phase is washed twice with 700 ml of ethyl acetate. The combined organic phases are washed with 500 ml of saturated sodium chloride solution and dried using sodium sulphate. The solution is filtered and concentrated in vacuo. The residue is chromatographed in a column (φ 6 cm) on 400 g of silica gel 230-400 mesh using petroleum ether/ethyl acetate (1:1). The eluate is concentrated in vacuo and the residue is thoroughly stirred in ether/petroleum ether.

後処理

  1. additionare added dropwise
  2. customThe phases are separated
  3. washthe aqueous phase is washed twice with 700 ml of ethyl acetate
  4. washThe combined organic phases are washed with 500 ml of saturated sodium chloride solution
  5. customdried
  6. filtrationThe solution is filtered
  7. concentrationconcentrated in vacuo
  8. customThe residue is chromatographed in a column (φ 6 cm) on 400 g of silica gel 230-400 mesh
  9. concentrationThe eluate is concentrated in vacuo
  10. stirringthe residue is thoroughly stirred in ether/petroleum ether

出典と根拠

ORDレコード
ord-13bb54d256b045ba8d39f0f62e699e4b
出典データセット
uspto-grants-1992_08
特許番号
US05137881

反応ノート

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