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Water → 1'-[6-(3-Methyl-1,2,4-oxadiazol-5-yl)pyridazin-3-yl]spiro[1-benzofuran-3,3'-pyrrolidine]

HRID 2036110
ノート
印刷プレビュー

反応式

HRID 2036110 の反応式
[NH:1]1[CH2:5][CH2:4][C:3]2([C:9]3[CH:10]=[CH:11][CH:12]=[CH:13][C:8]=3[O:7][CH2:6]2)[CH2:2]1.Cl[C:15]1[N:16]=[N:17][C:18]([C:21]2[O:25][N:24]=[C:23]([CH3:26])[N:22]=2)=[CH:19][CH:20]=1.C(=O)([O-])[O-].[K+].[K+].O>CN(C)C=O>[CH3:26][C:23]1[N:22]=[C:21]([C:18]2[N:17]=[N:16][C:15]([N:1]3[CH2:5][CH2:4][C:3]4([C:9]5[CH:10]=[CH:11][CH:12]=[CH:13][C:8]=5[O:7][CH2:6]4)[CH2:2]3)=[CH:20][CH:19]=2)[O:25][N:24]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 4

HCID 962WaterHCID 11430Potassium CarbonateHCID 167322943-Chloro-6-(3-methyl-1,2,4-oxadiazol-5-yl)pyridazineHCID 576662752H-spiro[benzofuran-3,3-pyrrolidine]

生成物 1

HCID 250006581'-[6-(3-Methyl-1,2,4-oxadiazol-5-yl)pyridazin-3-yl]spiro[1-benzofuran-3,3'-pyrrolidine]収率 47.2%

試薬・触媒・溶媒 1

HCID 6228
Dimethylformamide
溶媒

実験手順

A solution (5 ml) of spiro[1-benzofuran-3,3′-pyrrolidine] (50 mg) obtained in Example 50-(5) and 3-chloro-6-(3-methyl-1,2,4-oxadiazol-5-yl)pyridazine (56 mg) obtained in Example 43-(2) and potassium carbonate (79 mg) in N,N-dimethylformamide was stirred at 95° C. for 3 days. To the reaction solution was added water, and the mixture was extracted with ethyl acetate. The organic layer was washed with saturated brine, and dried over sodium sulfate. The desiccant was filtered off, and the filtrate was concentrated. The residue was recrystallized from ethyl acetate to give the object product (45.1 mg, 47%).

後処理

  1. extractionthe mixture was extracted with ethyl acetate
  2. washThe organic layer was washed with saturated brine
  3. dry with materialdried over sodium sulfate
  4. filtrationThe desiccant was filtered off
  5. concentrationthe filtrate was concentrated
  6. customThe residue was recrystallized from ethyl acetate

出典と根拠

ORDレコード
ord-552cfcb41a5c45528d8a41da278ea776
出典データセット
uspto-grants-2013_11
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08575167B2

反応ノート

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