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

HRID 2036084
ノート
印刷プレビュー

反応式

HRID 2036084 の反応式
Cl[C:2]1[N:3]=[N:4][C:5]([C:8]2[S:12][N:11]=[C:10]([CH3:13])[N:9]=2)=[CH:6][CH:7]=1.[NH:14]1[CH2:19][CH2:18][C:17]2([C:23]3[CH:24]=[CH:25][CH:26]=[CH:27][C:22]=3[O:21][CH2:20]2)[CH2:16][CH2:15]1.C(=O)([O-])[O-].[K+].[K+].O>CN(C)C=O>[CH3:13][C:10]1[N:9]=[C:8]([C:5]2[N:4]=[N:3][C:2]([N:14]3[CH2:19][CH2:18][C:17]4([C:23]5[CH:24]=[CH:25][CH:26]=[CH:27][C:22]=5[O:21][CH2:20]4)[CH2:16][CH2:15]3)=[CH:7][CH:6]=2)[S:12][N:11]=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 109218293-Chloro-6-(3-methyl-1,2,4-thiadiazol-5-yl)pyridazineHCID 151870462H-Spiro(1-benzofuran-3,4'-piperidine)

生成物 1

HCID 250006571'-[6-(3-Methyl-1,2,4-thiadiazol-5-yl)pyridazin-3-yl]spiro[1-benzofuran-3,4'-piperidine]収率 35.4%

試薬・触媒・溶媒 1

HCID 6228
Dimethylformamide
溶媒

実験手順

A solution (4 ml) of 3-Chloro-6-(3-methyl-1,2,4-thiadiazol-5-yl)pyridazine (69 mg), spiro[1-benzofuran-3,4′-piperidine] (62 mg) and potassium carbonate (54 mg) in N,N-dimethylformamide was stirred at 70° 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 purified by silica gel chromatography (33% ethyl acetate/hexane) to give the object product (42 mg, 35%).

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. customThe residue was purified by silica gel chromatography (33% ethyl acetate/hexane)

出典と根拠

ORDレコード
ord-f7bb8bc700d842668f9c51a7bd3eb42b
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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