1,2-Diaminocyclohexane, trans- → 4-Methyl-1-(4-pyridinyl)-2-piperazinone

HRID 2245007ノート

反応式

HRID 2245007 の反応式
I[C:2]1[CH:7]=[CH:6][N:5]=[CH:4][CH:3]=1.[CH3:8][N:9]1[CH2:14][CH2:13][NH:12][C:11](=[O:15])[CH2:10]1.[O-]P([O-])([O-])=O.[K+].[K+].[K+].N[C@@H]1CCCC[C@H]1N>O1CCOCC1.[Cu]I>[N:5]1[CH:6]=[CH:7][C:2]([N:12]2[CH2:13][CH2:14][N:9]([CH3:8])[CH2:10][C:11]2=[O:15])=[CH:3][CH:4]=1

参加物

7

反応物 4

HCID 438061,2-Diaminocyclohexane, trans-HCID 62657Potassium Phosphate, TribasicHCID 6094924-IodopyridineHCID 137042831-Methyl-3-oxopiperazine

生成物 1

HCID 210505594-Methyl-1-(4-pyridinyl)-2-piperazinone収率 23.6%

試薬・触媒・溶媒 2

HCID 24350Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)触媒HCID 312751,4-Dioxane溶媒

反応条件

温度
110 °C

実験手順

A mixture of 4-iodopyridine (218 mg, 1.06 mmol), 4-methyl-2-piperazinone (106 mg, 0.929 mmol), K3PO4 (425 mg, 2.00 mmol) and 1,2-trans-diaminocyclohexane (0.050 mL, 0.41 mmol) in anhydrous dioxane (3.0 mL) was degassed with Ar before being charged with CuI (40 mg, 0.21 mmol). The mixture in a sealed tube was heated at 110 ° C. overnight. The mixture was purified by a prep-TLC using MeOH/CH2Cl2 (10/90) as solvents to give 1-(pyridin-4-yl)-4-methyl-2-piperazinone (42 mg). MS 192.5 (M+H).

後処理

  1. customwas degassed with Ar
  2. customThe mixture was purified by

出典と根拠

ORDレコード
ord-a0527ae04f854423940e08ddd03c311b
出典データセット
uspto-grants-2010_03
特許番号
US07678913B2

反応ノート

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