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

HRID 1855998노트

반응식

HRID 1855998 반응식
[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

참가 물질

4

반응물 2

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

생성물 1

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

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

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 2 N 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.

후처리

  1. concentrationThe reaction mixture is concentrated in a water jet vacuum
  2. dissolutionThe residue is dissolved in ethyl acetate
  3. extractionextracted with 2 N 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

출처 및 근거

ORD 기록
ord-9e7e5ad46d814b71893ccb65a7adddff
출처 데이터셋
uspto-grants-1980_08
특허 번호
US04217350

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