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

HRID 656993ノート

反応式

HRID 656993 の反応式
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

参加物

5

反応物 2

HCID 10942334Sodium Methoxide2 回HCID 688175421-[2-(4-amino-1-piperidinyl)ethyl]-7-fluoro-2(1H)-quinoxalinone dihydrochloride

生成物 1

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

試薬・触媒・溶媒 2

HCID 25517Ammonium Chloride触媒HCID 887Methanol溶媒2 回

実験手順

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%).

後処理

  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

出典と根拠

ORDレコード
ord-f35a6a8f6c634e93a665736f3d36a931
出典データセット
uspto-grants-2011_12
特許番号
US08071592B2

反応ノート

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