Ethanol → HCID 67327913、化合物

HRID 1853950

反応式

HRID 1853950 の反応式
CN([CH:4]=[C:5]1[C:10](=[O:11])[CH2:9][CH2:8][N:7]([C:12]2[CH:17]=[C:16]([N+:18]([O-:20])=[O:19])[CH:15]=[CH:14][C:13]=2[CH3:21])[CH2:6]1)C.[Cl:22][C:23]1[CH:28]=[CH:27][C:26]([NH:29][C:30]([NH2:32])=[NH:31])=[CH:25][CH:24]=1.[C:33]([O-:36])(=[O:35])C.[Na+].[CH2:38]([OH:40])[CH3:39]>O>[CH3:23][O:36][C:33](=[O:35])[C:16]1[CH:15]=[CH:14][C:13]([CH3:21])=[C:12]([N:7]2[CH2:6][CH2:5][C:10]3([O:11][CH2:39][CH2:38][O:40]3)[CH2:9][CH2:8]2)[CH:17]=1.[Cl:22][C:23]1[CH:24]=[CH:25][C:26]([NH:29][C:30]2[N:32]=[CH:4][C:5]3[CH2:6][N:7]([C:12]4[CH:17]=[C:16]([N+:18]([O-:20])=[O:19])[CH:15]=[CH:14][C:13]=4[CH3:21])[CH2:8][CH2:9][C:10]=3[N:31]=2)=[CH:27][CH:28]=1

参加物

7

反応物 4

HCID 702EthanolHCID 517045Sodium AcetateHCID 673288983-Dimethylaminomethylene-1-(2-methyl-5-nitrophenyl)piperidin-4-oneHCID 178512500HCID 178512500、化合物

生成物 2

HCID 67327913HCID 67327913、化合物HCID 673546753-(1,4-Dioxa-8-aza-spiro[4.5]dec-8-yl)-4-methyl-benzoic acid methyl ester

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

To a solution of 3-Dimethylaminomethylene-1-(2-methyl-5-nitro-phenyl)-piperidin-4-one (12.06 gm, 41.7 mmol)[as prepared in reference 1] in Ethanol (250 ml) were added N-(4-Chloro-phenyl)-guanidine (28.32 gm, 167 mmol) and sodium acetate (27.32 gm, 334 mmol) and solution was heated under reflux for 12 hours. After cooling to room temperature, the reaction mixture was diluted with water, extracted with ethyl acetate. The organic layer was washed with brine, dried [sodium sulfate] and concentrated under vacuum. The crude product obtained was further purified by silica gel chromatography using 5-10% Methanol/Chloroform as eluent to give pure desired product [11] i.e., (4-Chloro-phenyl)-[6-(2-methyl-5-nitro-phenyl)-5,6,7,8-tetrahydro-pyrido[4,3-d]pyrimidin-2-yl]-amine as yellow solid. (Yield: 2.50 gm, 15.2%)

後処理

  1. temperaturewas heated
  2. temperatureunder reflux for 12 hours
  3. extractionextracted with ethyl acetate
  4. washThe organic layer was washed with brine
  5. dry with materialdried [sodium sulfate]
  6. concentrationconcentrated under vacuum
  7. customThe crude product obtained
  8. customwas further purified by silica gel chromatography

出典と根拠

ORDレコード
ord-47ade73e82444c86a09c1581f508b7cf
出典データセット
uspto-grants-2015_02
特許番号
US08962637B2

関連ノート

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