Sodium Methoxide → 1-[2-(4-Aminopiperidin-1-yl)ethyl]-7-methoxyquinoxalin-2(1H)-one

HRID 656993노트

반응식

HRID 656993 반응식
Cl.Cl.[NH2:3][CH:4]1[CH2:9][CH2:8][N:7]([CH2:10][CH2:11][N:12]2[C:21]3[C:16](=[CH:17][CH:18]=[C:19](F)[CH:20]=3)[N:15]=[CH:14][C:13]2=[O:23])[CH2:6][CH2:5]1.[CH3:24][O-:25].[Na+]>CO.[Cl-].[NH4+]>[NH2:3][CH:4]1[CH2:9][CH2:8][N:7]([CH2:10][CH2:11][N:12]2[C:21]3[C:16](=[CH:17][CH:18]=[C:19]([O:25][CH3:24])[CH:20]=3)[N:15]=[CH:14][C:13]2=[O:23])[CH2:6][CH2:5]1

참가 물질

5

반응물 2

HCID 10942334Sodium Methoxide2회HCID 688175421-[2-(4-amino-1-piperidinyl)ethyl]-7-fluoro-2(1H)-quinoxalinone dihydrochloride

생성물 1

HCID 593978381-[2-(4-Aminopiperidin-1-yl)ethyl]-7-methoxyquinoxalin-2(1H)-one수율 66%

시약·촉매·용매 2

HCID 25517Ammonium Chloride촉매HCID 887Methanol용매2회

실험 절차

To a solution of 1-[2-(4-amino-1-piperidinyl)ethyl]-7-fluoro-2(1H)-quinoxalinone dihydrochloride (0.363 g, 1 mmol) in dry MeOH (5 ml) was added a 25 wt. % solution of sodium methoxide in MeOH (0.87 ml, 4 mmol). After heating under reflux overnight, a further portion of sodium methoxide solution (0.22 ml) was added and heating was continued for 24 h. Aqueous ammonium chloride 96 drops) was added and the mixture was evaporated to dryness. The residue was extracted several times with 10% MeOH/DCM, and the extracts were filtered and evaporated. The residue was chromatographed on silica, eluting with 0-20% (2M ammonia/MeOH)/DCM to give the product (0.20 g, 66%).

후처리

  1. temperatureAfter heating
  2. temperatureunder reflux overnight
  3. temperatureheating
  4. customthe mixture was evaporated to dryness
  5. extractionThe residue was extracted several times with 10% MeOH/DCM
  6. filtrationthe extracts were filtered
  7. customevaporated
  8. customThe residue was chromatographed on silica
  9. washeluting with 0-20% (2M ammonia/MeOH)/DCM

출처 및 근거

ORD 기록
ord-f35a6a8f6c634e93a665736f3d36a931
출처 데이터셋
uspto-grants-2011_12
특허 번호
US08071592B2

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