1,1'-Carbonyldiimidazole → 2-t-Butoxycarbonyl-9-dimethylcarbamoylmethyl-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole

HRID 2301087ノート

反応式

HRID 2301087 の反応式
[C:1]([O:5][C:6]([N:8]1[CH2:20][CH2:19][C:18]2[C:17]3[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=3)[N:11]([CH2:21][C:22]([OH:24])=O)[C:10]=2[CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2].[C:25](N1C=CN=C1)([N:27]1C=CN=[CH:28]1)=O.CNC.C1COCC1>C(Cl)Cl>[C:1]([O:5][C:6]([N:8]1[CH2:20][CH2:19][C:18]2[C:17]3[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=3)[N:11]([CH2:21][C:22](=[O:24])[N:27]([CH3:28])[CH3:25])[C:10]=2[CH2:9]1)=[O:7])([CH3:4])([CH3:2])[CH3:3]

参加物

5

反応物 3

HCID 682631,1'-CarbonyldiimidazoleHCID 183773592-t-butoxycarbonyl-9-carboxymethyl-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indoleHCID 22320367Dimethylamine tetrahydrofuran

生成物 1

HCID 118104452-t-Butoxycarbonyl-9-dimethylcarbamoylmethyl-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole収率 96%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

The 2-t-butoxycarbonyl-9-carboxymethyl-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole (1.65 g, 5.0 mmol) obtained in the above step (1) was dissolved in methylene chloride (30 ml), and the solution was mixed with carbonyldiimidazole (0.81 g, 5.0 mmol), stirred at room temperature for 30 minutes, mixed with 2 M dimethylamine-THF solution (3 ml, 6.0 mmol) and further subjected to 1 hour of the reaction. The reaction solution was concentrated, the resulting residue was dissolved in ethyl acetate (50 ml), washed with water and dried with anhydrous sodium sulfate, and then the solvent was removed by evaporation under a reduced pressure. By adding diisopropyl ether (30 ml) to the resulting residue, 1.71 g of the thus precipitated title compound (4.8 mmol, 96% in yield) was obtained as crystals.

後処理

  1. customfurther subjected to 1 hour of the reaction
  2. concentrationThe reaction solution was concentrated
  3. dissolutionthe resulting residue was dissolved in ethyl acetate (50 ml)
  4. washwashed with water
  5. dry with materialdried with anhydrous sodium sulfate
  6. customthe solvent was removed by evaporation under a reduced pressure
  7. additionBy adding diisopropyl ether (30 ml) to the resulting residue, 1.71 g of the

出典と根拠

ORDレコード
ord-8fa8418439fe46c0ba44926bfb678d13
出典データセット
uspto-grants-2002_12
特許番号
US06498251B1

反応ノート

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