Hydrogen Peroxide → HCID 57748585, 화합물

HRID 906186노트

반응식

HRID 906186 반응식
[C:1]([C:3]1[C:11]([NH:12][CH:13]([CH2:16][CH3:17])[CH2:14][CH3:15])=[CH:10][C:6]([C:7]([O-:9])=[O:8])=[C:5]([CH3:18])[N:4]=1)#[N:2].OO.C(=O)([O-])[O-:22].[K+].[K+].[OH-].[K+]>CS(C)=O.O.CO>[NH2:2][C:1]([C:3]1[C:11]([NH:12][CH:13]([CH2:16][CH3:17])[CH2:14][CH3:15])=[CH:10][C:6]([C:7]([OH:9])=[O:8])=[C:5]([CH3:18])[N:4]=1)=[O:22]

참가 물질

8

반응물 4

HCID 784Hydrogen PeroxideHCID 11430Potassium CarbonateHCID 14797Potassium HydroxideHCID 86631952HCID 86631952, 화합물

생성물 1

HCID 57748585HCID 57748585, 화합물수율 348.5%

시약·촉매·용매 3

HCID 679Dimethyl Sulfoxide용매HCID 887Methanol용매HCID 962Water용매

실험 절차

To a solution of 6-cyano-2-methyl-5-(pentan-3-ylamino)nicotinate (0.543 g, 1.97 mmol) in DMSO (10 ml) were added 50% aqueous hydrogen peroxide (0.2441 g, 3.55 mmol) and potassium carbonate (0.068 g, 0.49 mmol) at 10° C. The reaction mixture was stirred at room temperature for two hours then a solution of potassium hydroxide (0.22 g, 3.94 mmol) in water (2 ml) and methanol (10 ml) were added to above reaction mixture. After being stirred for another two hours at 45° C., the reaction mixture was cooled to room temperature and neutralized to PH 7. 6-(Aminocarbonyl)-2-methyl-5-(pentan-3-ylamino)nicotinic acid (0.453 g, 87%) was obtained by filtration and drying. 1HNMR (400 MHz, MeOH-D4): 7.62 (s, 1H), 3.35 (m, 1H), 2.60 (s, 3H), 1.65 (m, 2H), 1.52 (m, 2H), 0.95 (t, J=7.20 Hz, 6H). MS (EI) for C13H20N3O3: 267.2 (MH+).

후처리

  1. stirringAfter being stirred for another two hours at 45° C.
  2. temperaturethe reaction mixture was cooled to room temperature and neutralized to PH 7

출처 및 근거

ORD 기록
ord-2516f0e326bd4ca9b75607537671dbe7
출처 데이터셋
uspto-grants-2011_09
특허 번호
US08012956B2

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