2-Methoxyethylamine → HCID 22335356、化合物

HRID 586713ノート

反応式

HRID 586713 の反応式
[CH2:1]([N:8]1[CH2:17][CH2:16][C:15]2[N:14]=[C:13](Cl)[CH:12]=[CH:11][C:10]=2[CH2:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH3:19][O:20][CH2:21][CH2:22][NH2:23]>S([O-])([O-])(=O)=O.[Cu+2]>[CH2:1]([N:8]1[CH2:17][CH2:16][C:15]2[N:14]=[C:13]([NH:23][CH2:22][CH2:21][O:20][CH3:19])[CH:12]=[CH:11][C:10]=2[CH2:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

参加物

4

反応物 2

HCID 80182-MethoxyethylamineHCID 162287476-Benzyl-2-chloro-5,6,7,8-tetrahydro-1,6-naphthyridine

生成物 1

HCID 22335356HCID 22335356、化合物

試薬・触媒・溶媒 1

HCID 24462Copper Sulfate触媒

実験手順

Copper (II) sulphate (200 mg) was added to a solution of 6-benzyl-2-chloro-5,6,7,8-tetrahydro-[1,6]naphthyridine (4.5 g, 17.4 mmol)(see reference WO9830560 Example 33 b) in 2-methoxyethylamine and the mixture was heated under reflux for 20 hours. The mixture was evaporated under reduced pressure and the residue was partitioned between dichloromethane (100 ml) and water (50 ml). The aqueous phase was extracted with dichloromethane (2×50 ml) and the combined organic phases were dried over magnesium sulphate and evaporated under reduced pressure. The residue was purified by chromatography on silica gel using methanol in dichloromethane as eluant (gradient from 1:99 to 3:97) to give the title compound as an orange oil (1.32 g).

後処理

  1. temperaturethe mixture was heated
  2. temperatureunder reflux for 20 hours
  3. customThe mixture was evaporated under reduced pressure
  4. customthe residue was partitioned between dichloromethane (100 ml) and water (50 ml)
  5. extractionThe aqueous phase was extracted with dichloromethane (2×50 ml)
  6. dry with materialthe combined organic phases were dried over magnesium sulphate
  7. customevaporated under reduced pressure
  8. customThe residue was purified by chromatography on silica gel

出典と根拠

ORDレコード
ord-1cc2ad42002b44ce974a6abef9d1d76f
出典データセット
uspto-grants-2005_08
特許番号
US06936619B2

反応ノート

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