HCID 16128050、化合物 → HCID 67180116、化合物

HRID 2280310ノート

反応式

HRID 2280310 の反応式
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([C:8](=O)[CH2:9][CH2:10][C:11](=O)[CH2:12][CH2:13][C:14]([O:16][CH2:17][CH3:18])=[O:15])=[CH:4][CH:3]=1.[N:21]1([C:26]2[CH:27]=[CH:28][C:29]([NH2:32])=[N:30][CH:31]=2)[CH:25]=[CH:24][N:23]=[CH:22]1>C(O)C.C(S([O-])(=O)=O)(F)(F)F.C(S([O-])(=O)=O)(F)(F)F.[Zn+2]>[N:21]1([C:26]2[CH:27]=[CH:28][C:29]([N:32]3[C:8]([C:5]4[CH:6]=[CH:7][C:2]([Br:1])=[CH:3][CH:4]=4)=[CH:9][CH:10]=[C:11]3[CH2:12][CH2:13][C:14]([O:16][CH2:17][CH3:18])=[O:15])=[N:30][CH:31]=2)[CH:25]=[CH:24][N:23]=[CH:22]1

参加物

5

反応物 2

HCID 16128050HCID 16128050、化合物HCID 58297650Ethyl 7-(4-bromophenyl)-4,7-dioxoheptanoate

生成物 1

HCID 67180116HCID 67180116、化合物収率 7.2%

試薬・触媒・溶媒 2

HCID 104671Zinc trifluoromethanesulfonate触媒HCID 702Ethanol溶媒

実験手順

To a solution of ethyl 7-(4-bromophenyl)-4,7-dioxoheptanoate (5B) (2.56 g, 7.5 mmol) and 5-(1H-imidazol-1-yl)pyridin-2-amine (1.20 g, 7.5 mmol) in 15 mL of ethanol was added Zn(OTf)2 (8.18 g, 22.5 mmol). The resultant mixture was heated at 120° C. for 4 h under microwave irradiation and then concentrated to dryness. The resultant residue was dissolved in EA, washed with water and brine, dried over MgSO4, concentrated and purified by silica gel column chromatography (PE:EA=6:1) to afford ethyl 3-(1-(5-(1H-imidazol-1-yl)pyridin-2-yl)-5-(4-bromophenyl)-1H-pyrrol-2-yl)propanoate as a brown oil (250 mg, 7.1%).

後処理

  1. concentrationconcentrated to dryness
  2. dissolutionThe resultant residue was dissolved in EA
  3. washwashed with water and brine
  4. dry with materialdried over MgSO4
  5. concentrationconcentrated
  6. custompurified by silica gel column chromatography (PE:EA=6:1)

出典と根拠

ORDレコード
ord-18361fde9e1c4a83bdf3dfc10d76c297
出典データセット
uspto-grants-2015_09
特許番号
US09138427B2

反応ノート

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