Sodium Methoxide → 1-{1-[2-Hydroxy-3-(3-methoxy-pyrazin-2-yloxy)-propyl]-4-piperidinyl}-3-phenyl-imidazolidin-2-one

HRID 614373ノート

反応式

HRID 614373 の反応式
[OH:1][CH:2]([CH2:22][O:23][C:24]1[C:29](Cl)=[N:28][CH:27]=[CH:26][N:25]=1)[CH2:3][N:4]1[CH2:9][CH2:8][CH:7]([N:10]2[CH2:14][CH2:13][N:12]([C:15]3[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=3)[C:11]2=[O:21])[CH2:6][CH2:5]1.[CH3:31][O-:32].[Na+]>CO>[OH:1][CH:2]([CH2:22][O:23][C:24]1[C:29]([O:32][CH3:31])=[N:28][CH:27]=[CH:26][N:25]=1)[CH2:3][N:4]1[CH2:9][CH2:8][CH:7]([N:10]2[CH2:14][CH2:13][N:12]([C:15]3[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=3)[C:11]2=[O:21])[CH2:6][CH2:5]1

参加物

4

反応物 2

HCID 10942334Sodium MethoxideHCID 233473571-{1-[2-Hydroxy-3-(3-chloro-pyrazin-2-yloxy)-propyl]-4-piperidinyl}-3-phenylimidazolidin-2-one

生成物 1

HCID 233473411-{1-[2-Hydroxy-3-(3-methoxy-pyrazin-2-yloxy)-propyl]-4-piperidinyl}-3-phenyl-imidazolidin-2-one

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

With stirring, 10.1 g of 1-{1-[2-hydroxy-3-(3-chloropyrazin-2-yloxy)-propyl]-4-piperidinyl}-3-phenyl-imidazolidin-2-one (see Example 6) and 1.41 g of sodium methylate in 110 ml of methanol are refluxed for 10 hours. The reaction mixture is concentrated in a water jet vacuum. The residue is dissolved in ethyl acetate and extracted with 2N hydrochloric acid. The combined hydrochloric acid extracts are made alkaline with conc. ammonia and extracted with methylene chloride. The combined methylene chloride extracts are washed with water, dried over sodium sulphate and concentrated in a water jet vacuum. The residue crystallises from methylene chloride-ether to yield 1-{1-[2-hydroxy-3-(3-methoxy-pyrazin-2-yloxy)-propyl]-4-piperidinyl} -3-phenyl-imidazolidin-2-one with a melting point of 128°-129° C.

後処理

  1. concentrationThe reaction mixture is concentrated in a water jet vacuum
  2. dissolutionThe residue is dissolved in ethyl acetate
  3. extractionextracted with 2N hydrochloric acid
  4. extractionextracted with methylene chloride
  5. washThe combined methylene chloride extracts are washed with water
  6. dry with materialdried over sodium sulphate
  7. concentrationconcentrated in a water jet vacuum
  8. customThe residue crystallises from methylene chloride-ether

出典と根拠

ORDレコード
ord-47634168bf0346a3b57f530a43aa9672
出典データセット
uspto-grants-1979_03
特許番号
US04144344

反応ノート

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