1-Butanol → 4-(Pyridin-3-yl)pyridin-2-amine

HRID 40829

반응식

HRID 40829 반응식
CN(C)[CH:3]=[CH:4][C:5]([C:7]1[CH:8]=[N:9][CH:10]=[CH:11][CH:12]=1)=O.[N+]([O-])(O)=O.[NH2:18][C:19]([NH2:21])=N.[OH-].[Na+].[CH2:24](O)CCC>>[N:9]1[CH:10]=[CH:11][CH:12]=[C:7]([C:5]2[CH:4]=[CH:3][N:18]=[C:19]([NH2:21])[CH:24]=2)[CH:8]=1

참가 물질

5

반응물 4

HCID 2631-ButanolHCID 10481Guanidine NitrateHCID 14798Sodium HydroxideHCID 5670331-(3-Pyridyl)-3-(dimethylamino)-2-propen-1-one

생성물 1

HCID 167414844-(Pyridin-3-yl)pyridin-2-amine수율 85%

실험 절차

3-(Dimethylamino)-1-(pyridine-3-yl)prop-2-en-1-one (15.4 g, 0.088 mol), guanidine nitrate (10.7 g, 0.088 mol), and sodium hydroxide (3.5 g, 0.088 mol) were dissolved in n-butanol (120 mL). The mixture was heated to reflux with stirring and maintained for 16 hours. The reaction mixture was then cooled to room temperature. The solid was collected and washed with water (400 mL). The desired product was dried under vacuum for three days and 12.7 g of yellow crystals of desired product was obtained (yield: 85%); 1H NMR (500 MHz, CDCl3) δ 5.15 (br., 2H), 7.09 (d, 1H), 7.44 (m, 1H), 8.33 (d, 1H), 8.42 (d, 1H), 8.73 (d, 1H), 9.22 (s, 1H). LC-MS (m/z) calculated, 172.2, found 173.2 [M+H]+.

후처리

  1. temperatureThe mixture was heated
  2. temperatureto reflux
  3. temperaturemaintained for 16 hours
  4. customThe solid was collected
  5. washwashed with water (400 mL)
  6. dry with materialThe desired product was dried under vacuum for three days

출처 및 근거

ORD 기록
ord-c87ada3ed37b452fbec27d14d79e9694
출처 데이터셋
uspto-grants-2013_09
특허 번호
US08530492B2

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