Sodium Hydroxide → 4-Methyl-1-oxo-1,2,3,4-tetrahydropyrazino[1,2-a]indole-7-carboxylic acid

HRID 1748245노트

반응식

HRID 1748245 반응식
[CH3:1][CH:2]1[N:7]2[C:8]3[CH:9]=[C:10]([C:15]([O:17]CC)=[O:16])[CH:11]=[CH:12][C:13]=3[CH:14]=[C:6]2[C:5](=[O:20])[NH:4][CH2:3]1.[OH-].[Na+]>C1COCC1.C(O)C>[CH3:1][CH:2]1[N:7]2[C:8]3[CH:9]=[C:10]([C:15]([OH:17])=[O:16])[CH:11]=[CH:12][C:13]=3[CH:14]=[C:6]2[C:5](=[O:20])[NH:4][CH2:3]1

참가 물질

4

반응물 2

HCID 14798Sodium HydroxideHCID 67235749Ethyl 4-methyl-1-oxo-1,2,3,4-tetrahydropyrazino[1,2-a]indole-7-carboxylate

생성물 1

HCID 587675714-Methyl-1-oxo-1,2,3,4-tetrahydropyrazino[1,2-a]indole-7-carboxylic acid수율 76.3%

시약·촉매·용매 1

HCID 21873804Tetrahydrofuran ethanol용매

반응 조건

온도
75 °C

실험 절차

To a suspension of ethyl 4-methyl-1-oxo-1,2,3,4-tetrahydropyrazino[1,2-a]indole-7-carboxylate (3.2 g, 11.8 mmol) in THF:ethanol (1:1, 50 mL) is added 1N NaOH solution (43 mL, 43 mmol). The reaction mixture is heated at 75° C. for 18 h. The solvents are removed and the residue is dissolved in water. The aqueous solution is washed with ether and acidified to pH 4 using 3N HCl solution. The resulting white solid is filtered and rinsed more ether to afford the title compound (2.2 g, 76%).

후처리

  1. customThe solvents are removed
  2. dissolutionthe residue is dissolved in water
  3. washThe aqueous solution is washed with ether
  4. filtrationThe resulting white solid is filtered
  5. washrinsed more ether

출처 및 근거

ORD 기록
ord-a373eb7ff0054dc2a3579781626ad1c3
출처 데이터셋
uspto-grants-2015_10
특허 번호
US09150577B2

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