Acetonitrile → HCID 178501201, 화합물

HRID 518594노트

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HRID 518594 반응식
Cl[C:2]1[CH:7]=[CH:6][N:5]=[CH:4][C:3]=1[N+:8]([O-:10])=[O:9].[NH2:11][C@@H:12]1[CH2:17][CH2:16][C@H:15]([C:18]([O:20][CH2:21]C)=[O:19])[CH2:14][CH2:13]1.C(#N)C.CCN(C(C)C)C(C)C>O.C(Cl)Cl>[N+:8]([C:3]1[CH:4]=[N:5][CH:6]=[CH:7][C:2]=1[NH:11][C@@H:12]1[CH2:13][CH2:14][C@H:15]([C:18]([O:20][CH3:21])=[O:19])[CH2:16][CH2:17]1)([O-:10])=[O:9]

참가 물질

7

반응물 4

HCID 6342AcetonitrileHCID 81531DiisopropylethylamineHCID 27357814-Chloro-3-nitropyridineHCID 178472433HCID 178472433, 화합물

생성물 1

HCID 178501201HCID 178501201, 화합물수율 76%

시약·촉매·용매 2

HCID 962Water용매HCID 6344Dichloromethane용매

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온도
60 °C

실험 절차

A round bottom flask under nitrogen atmosphere was charged with 4-chloro-3-nitropyridine (1.65 g, 10.41 mmol), cis-ethyl 4-aminocyclohexanecarboxylate (2.454 g, 15.61 mmol), and ACN (26 mL). To the mixture was added DIPEA (3.63 mL, 20.81 mmol). The resulting mixture was stirred at 60° C. for 17 hours. The reaction was stopped, cooled to RT and diluted with water (20 mL) and DCM (50 mL). The layers were separated, and the organic layer was collected, dried over sodium sulfate and concentrated to afford an orange oil. The oil was purified by silica gel chromatography to afford the title compound (2.2 g, 76% yield) as a bright yellow solid. MS m/z=280.2 [M+H]. Calc'd for C13H17N3O4: 279.1.

후처리

  1. temperaturecooled to RT
  2. customThe layers were separated
  3. customthe organic layer was collected
  4. dry with materialdried over sodium sulfate
  5. concentrationconcentrated
  6. customto afford an orange oil
  7. customThe oil was purified by silica gel chromatography

출처 및 근거

ORD 기록
ord-60184fe277274f098705ff142f38a7af
출처 데이터셋
uspto-grants-2015_08
특허 번호
US09115127B2

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