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

HRID 2301087노트

반응식

HRID 2301087 반응식
[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]

참가 물질

5

반응물 3

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

생성물 1

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

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-8fa8418439fe46c0ba44926bfb678d13
출처 데이터셋
uspto-grants-2002_12
특허 번호
US06498251B1

반응 노트

불러오는 중…