1,2-Diaminocyclohexane, trans- → 2-(4-Methyl-pyridin-3-yl)-3,4-dihydro-2H-benzo[4,5]thieno[3,2-c]pyridin-1-one

HRID 1843838

反応式

HRID 1843838 の反応式
[C:1]1(=[O:14])[C:6]2[C:7]3[CH:13]=[CH:12][CH:11]=[CH:10][C:8]=3[S:9][C:5]=2[CH2:4][CH2:3][NH:2]1.I[C:16]1[CH:17]=[N:18][CH:19]=[CH:20][C:21]=1[CH3:22].N[C@@H]1CCCC[C@H]1N.P([O-])([O-])([O-])=O.[K+].[K+].[K+]>[Cu](I)I.O1CCOCC1>[CH3:22][C:21]1[CH:20]=[CH:19][N:18]=[CH:17][C:16]=1[N:2]1[CH2:3][CH2:4][C:5]2[S:9][C:8]3[CH:10]=[CH:11][CH:12]=[CH:13][C:7]=3[C:6]=2[C:1]1=[O:14]

参加物

7

反応物 4

HCID 438061,2-Diaminocyclohexane, trans-HCID 62657Potassium Phosphate, TribasicHCID 144235133-Iodo-4-methylpyridineHCID 200749053,4-Dihydro-[1]benzothieno[3,2-c]pyridin-1(2H)-one

生成物 1

HCID 569409712-(4-Methyl-pyridin-3-yl)-3,4-dihydro-2H-benzo[4,5]thieno[3,2-c]pyridin-1-one収率 43.7%

試薬・触媒・溶媒 2

HCID 83717Copper iodide触媒HCID 312751,4-Dioxane溶媒

実験手順

Using analogous reaction conditions as described in Example 1, 3,4-dihydro-2H-benzo[4,5]thieno[3,2-c]pyridin-1-one (I-9d: 0.15 g, 0.0007 mol) was reacted with 3-iodo-4-methyl-pyridine (0.178 g, 0.0008 mol), 1,4-dioxane (50 mL), copper iodide (0.014 g, 0.00007 mol), trans-1,2-diamino cyclohexane (0.03 g, 0.0002 mol) and potassium phosphate (0.39 g, 0.0018 mol) to afford the crude product. Purification by column chromatography on silica gel (1.5% methanol in CHCl3) afforded 90 mg of the product (39.13% yield).

後処理

  1. customreaction conditions
  2. customto afford the crude product
  3. customPurification by column chromatography on silica gel (1.5% methanol in CHCl3)

出典と根拠

ORDレコード
ord-a31e4959383d47e7952b8dc741c48f7a
出典データセット
uspto-grants-2015_02
特許番号
US08946260B2

関連ノート

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