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

HRID 12256

반응식

HRID 12256 반응식
[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

참가 물질

4

반응물 2

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

생성물 1

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

시약·촉매·용매 1

HCID 962Water용매

실험 절차

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+

후처리

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

출처 및 근거

ORD 기록
ord-81533076c8b148cfa53adb9113171694
출처 데이터셋
uspto-grants-2010_06
특허 번호
US07727992B2

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