Phosphoric Acid → HCID 59508093, 화합물

HRID 1958647노트

반응식

HRID 1958647 반응식
[CH3:1][O:2][C:3]1[C:8]([C:9]2[NH:10][C:11]3[C:16]([CH:17]=2)=[CH:15][CH:14]=[CH:13][CH:12]=3)=[CH:7][CH:6]=[CH:5][N:4]=1.[CH2:18]([N:25]1[CH2:30][CH2:29][C:28](=O)[CH2:27][CH2:26]1)[C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1.OP(O)(O)=O>C(O)(=O)C>[CH2:18]([N:25]1[CH2:26][CH:27]=[C:28]([C:17]2[C:16]3[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=3)[NH:10][C:9]=2[C:8]2[C:3]([O:2][CH3:1])=[N:4][CH:5]=[CH:6][CH:7]=2)[CH2:29][CH2:30]1)[C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1

참가 물질

5

반응물 3

HCID 1004Phosphoric AcidHCID 192201-Benzyl-4-piperidoneHCID 59508107HCID 59508107, 화합물

생성물 1

HCID 59508093HCID 59508093, 화합물

시약·촉매·용매 1

HCID 176Acetic Acid용매

반응 조건

온도
100 °C

실험 절차

To a solution of 2-(2-methoxy-pyridin-3-yl)-1H-indole (0.43 g, 1.94 mmol) in acetic acid (12 ml) was added 1-benzyl-piperidin-4-one (1.10 g, 5.82 mmol) and H3PO4 (4 ml). The reaction was stirred at 100° C. for 3 h. The reaction was cooled to room temperature and poured into ice/NH4OH and filtered. The solid was washed with water and dissolved in dichloromethane. The crude product was purified by flash column chromatography (SiO2, 66% EtOAc in hexanes). The desired product was obtained as a tan solid (0.64 g, 83%). LCMS: 396.75 [M+H].

후처리

  1. temperatureThe reaction was cooled to room temperature
  2. filtrationfiltered
  3. washThe solid was washed with water
  4. dissolutiondissolved in dichloromethane
  5. customThe crude product was purified by flash column chromatography (SiO2, 66% EtOAc in hexanes)

출처 및 근거

ORD 기록
ord-a40754a4714046f4a9ae93e2dacf2e0c
출처 데이터셋
uspto-grants-2013_04
특허 번호
US08410144B2

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