Ethanol → HCID 10064031, 화합물

HRID 720405노트

반응식

HRID 720405 반응식
[C:1]([C:3]1[CH:4]=[C:5]([C:16](=[O:26])[C:17]2[CH:22]=[CH:21][C:20]([N+:23]([O-])=O)=[CH:19][CH:18]=2)[N:6]2[C:15]3[C:10](=[CH:11][CH:12]=[CH:13][CH:14]=3)[CH:9]=[CH:8][C:7]=12)#[N:2].C(O)C>[Pd].C(OCC)(=O)C>[NH2:23][C:20]1[CH:19]=[CH:18][C:17]([C:16]([C:5]2[N:6]3[C:15]4[C:10]([CH:9]=[CH:8][C:7]3=[C:3]([C:1]#[N:2])[CH:4]=2)=[CH:11][CH:12]=[CH:13][CH:14]=4)=[O:26])=[CH:22][CH:21]=1

참가 물질

5

반응물 2

HCID 702EthanolHCID 10337357HCID 10337357, 화합물

생성물 1

HCID 10064031HCID 10064031, 화합물수율 13.1%

시약·촉매·용매 2

HCID 23938Palladium촉매HCID 8857Ethyl Acetate용매

실험 절차

A solution of 3-cyano-1-(4-nitro-benzoyl)-pyrrolo[1,2-a]quinoline (44.3 mg, 0.130 mmol), 5 wt % Palladium on Carbon (23.4 mg), ethanol (12.0 mL), and ethyl acetate (90.0 mL) was agitated under hydrogen (30 PSI) for 1.5 h. The solution was filtered through Celite and purified by flash column chromatography (9:1 dichloromethane/ethyl acetate) to yield 5.3 mg (13%) of a light brown solid. 1H NMR (DMSO-d6): 8.04 (d, J=6.86 Hz, 1H), 7.88 (d, J=9.34 Hz, 1H), 7.81 (d, J=8.79 Hz, 2H), 7.75 (d, J=9.07 Hz, 2H), 7.55–7.70 (m, 3H), 6.66 (d, J=8.79 Hz, 2H), 6.42 (s, 2H).

후처리

  1. filtrationThe solution was filtered through Celite
  2. custompurified by flash column chromatography (9:1 dichloromethane/ethyl acetate)

출처 및 근거

ORD 기록
ord-e1f0df5ffe484d73bba4785b7c7bfe9d
출처 데이터셋
uspto-grants-2006_11
특허 번호
US07135480B2

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