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

HRID 2036125ノート

反応式

HRID 2036125 の反応式
Cl[C:2]1[N:3]=[N:4][C:5]([C:8]2[O:12][N:11]=[C:10]([CH3:13])[N:9]=2)=[CH:6][CH:7]=1.Cl.[NH:15]1[CH2:19][CH2:18][C:17]2([CH2:23][C:22]3[CH:24]=[CH:25][CH:26]=[CH:27][C:21]=3[O:20]2)[CH2:16]1.C(=O)([O-])[O-].[K+].[K+].O>CN(C=O)C>[CH3:13][C:10]1[N:9]=[C:8]([C:5]2[N:4]=[N:3][C:2]([N:15]3[CH2:19][CH2:18][C:17]4([CH2:23][C:22]5[CH:24]=[CH:25][CH:26]=[CH:27][C:21]=5[O:20]4)[CH2:16]3)=[CH:7][CH:6]=2)[O:12][N:11]=1

参加物

6

反応物 4

HCID 962WaterHCID 11430Potassium CarbonateHCID 167322943-Chloro-6-(3-methyl-1,2,4-oxadiazol-5-yl)pyridazineHCID 203942743H-spiro[1-benzofuran-2,3'-pyrrolidine] hydrochloride

生成物 1

HCID 250010011'-[6-(3-methyl-1,2,4-oxadiazol-5-yl)pyridazin-3-yl]-3H-spiro[1-benzofuran-2,3'-pyrrolidine]収率 52.6%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

A mixture of 3-chloro-6-(3-methyl-1,2,4-oxadiazol-5-yl)pyridazine (39 mg) obtained in Example 43(2), 3H-spiro[1-benzofuran-2,3′-pyrrolidine] hydrochloride (42 mg) and potassium carbonate (55 mg) was stirred in DMF (5 mL) at 120° C. overnight. After cooling to room temperature, water was added, and the mixture was extracted with ethyl acetate. The organic layer was washed with saturated brine, and dried over magnesium sulfate. The desiccant was filtered off, and the filtrate was concentrated. The residue was washed with a small amount of acetic acid to give the object product (35 mg, 52%).

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 magnesium sulfate
  4. filtrationThe desiccant was filtered off
  5. concentrationthe filtrate was concentrated
  6. washThe residue was washed with a small amount of acetic acid

出典と根拠

ORDレコード
ord-8cb62c7e6e9f482ea69a2e0fbd60d8e2
出典データセット
uspto-grants-2013_11
特許番号
US08575167B2

反応ノート

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