3-Bromopyridine → HCID 66807351、化合物

HRID 1843831ノート

反応式

HRID 1843831 の反応式
[S:1]1[C:5]2[C:6](=[O:10])[NH:7][CH2:8][CH2:9][C:4]=2[CH:3]=[CH:2]1.Br[C:12]1[CH:13]=[N:14][CH:15]=[CH:16][CH:17]=1.P([O-])([O-])([O-])=O.[K+].[K+].[K+]>[Cu](I)I.O1CCOCC1>[N:14]1[CH:15]=[CH:16][CH:17]=[C:12]([N:7]2[CH2:8][CH2:9][C:4]3[CH:3]=[CH:2][S:1][C:5]=3[C:6]2=[O:10])[CH:13]=1

参加物

6

反応物 3

HCID 122863-BromopyridineHCID 62657Potassium Phosphate, TribasicHCID 218153465,6-Dihydrothieno[2,3-c]pyridin-7(4H)-one

生成物 1

HCID 66807351HCID 66807351、化合物収率 39.3%

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, 5,6-dihydro-4H-thieno[2,3-c]pyridin-7-one (I-5d: 110 mg, 0.718 mmol) was reacted with 3-bromo-pyridine (136 mg, 0.861 mmol), 1,4-dioxane (5 mL), copper iodide (13.5 mg, 0.071 mmol), trans-N,N′-dimethyl-cyclohexyl-1,2-diamine (0.033 mL, 0.215 mmol) and potassium phosphate (456 mg, 2.15 mmol) to afford the crude product. Purification by column chromatography on silica gel (1% methanol in DCM) afforded 65 mg of the product (39.3% yield).

後処理

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

出典と根拠

ORDレコード
ord-91db6d08abdc45848603d1ee5249c2bd
出典データセット
uspto-grants-2015_02
特許番号
US08946260B2

反応ノート

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