2-Pyridinemethanamine → 4-Hydroxy-6-methyl-1-pyridin-2-ylmethyl-1H-pyridin-2-one

HRID 12256

反応式

HRID 12256 の反応式
[OH:1][C:2]1[CH:7]=[C:6]([CH3:8])O[C:4](=[O:9])[CH:3]=1.[NH2:10][CH2:11][C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][N:13]=1>O>[OH:1][C:2]1[CH:7]=[C:6]([CH3:8])[N:10]([CH2:11][C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][N:13]=2)[C:4](=[O:9])[CH:3]=1

参加物

4

反応物 2

HCID 195092-PyridinemethanamineHCID 546757574-Hydroxy-6-methyl-2-pyrone

生成物 1

HCID 547030554-Hydroxy-6-methyl-1-pyridin-2-ylmethyl-1H-pyridin-2-one収率 92%

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

To a suspension of 12.6 g (0.1 mol) of 4-hydroxy-6-methyl-2-pyrone in 50 ml water was added 2-(aminomethyl)pyridine (10.3 ml, 0.1 mol) and the mixture heated to reflux for 2.5 hours. The resulting light yellow compound was filtered from the cooled mixture. Concentration of the filtrate and trituration of the resulting gum with dichloromethane afforded a second crop of the title compound (19.85 g, 92%). NMR (DMSO-d6, ppm): 10.5 (s, 1H), 8.5 (d, 1H), 7.7-7.8 (t, 1H), 7.2 (t, 1H), 7.1 (d, 1H), 5.8 (s, 1H), 5.5 (s, 1H), 5.2 (s, 2H), 2.2 (s, 3H). FIA: m/z-215.1 ES−/217.1 ES+

後処理

  1. temperaturethe mixture heated
  2. temperatureto reflux for 2.5 hours
  3. filtrationThe resulting light yellow compound was filtered from the cooled mixture

出典と根拠

ORDレコード
ord-81533076c8b148cfa53adb9113171694
出典データセット
uspto-grants-2010_06
特許番号
US07727992B2

関連ノート

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