Hydrochloric Acid → 2-Methylimidazo[1,2-a]pyrazine-3-carboxylic acid

HRID 1172962노트

반응식

HRID 1172962 반응식
[OH-].[Na+].[CH3:3][C:4]1[N:5]=[C:6]2[CH:11]=[N:10][CH:9]=[CH:8][N:7]2[C:12]=1[C:13]([O:15]CC)=[O:14].Cl>O>[CH3:3][C:4]1[N:5]=[C:6]2[CH:11]=[N:10][CH:9]=[CH:8][N:7]2[C:12]=1[C:13]([OH:15])=[O:14]

참가 물질

5

반응물 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 13416932Ethyl 2-methylimidazo[1,2-a]pyrazine-3-carboxylate

생성물 1

HCID 134169402-Methylimidazo[1,2-a]pyrazine-3-carboxylic acid수율 6.4%

시약·촉매·용매 1

HCID 962Water용매

실험 절차

A solution of sodium hydroxide (1.754 g, 43.9 mmol) in water (25 ml) was added to crude ethyl 2-methylimidazo[1,2-a]pyrazine-3-carboxylate (4.5 g, 21.93 mmol). The reaction is exothermic and goes to completion in minutes without additional heating. The mixture was acidified with concentrated HCl to pH 5. The solution was injected onto a preparative C18 column and washed with water and then eluted with 20% CH3CN/water. The product fractions were combined and concentrate to yield 2-Methyl-imidazo[1,2-a]pyrazine-3-carboxylic acid (250 mg, 6%) as a tan solid. LCMS (Table 1, Method a) Rt=0.84 min, m/z 176.18 (M−H)−; 1H NMR (400 MHz, DMSO-d6) δ 9.12 (m, 2H), 8.12 (m, 1H), 2.66 (s, 3H).

후처리

  1. waitgoes to completion in minutes without additional heating
  2. washwashed with water
  3. washeluted with 20% CH3CN/water
  4. concentrationconcentrate

출처 및 근거

ORD 기록
ord-13d49af7e08d42dea311cb27b0149243
출처 데이터셋
uspto-grants-2010_11
특허 번호
US07834039B2

반응 노트

불러오는 중…