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Potassium Carbonate → HCID 67115180, 화합물

HRID 77371
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인쇄 미리보기

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HRID 77371 반응식
F[C:2]1[CH:3]=[CH:4][C:5]([N+:18]([O-:20])=[O:19])=[C:6]([CH:17]=1)[C:7]([NH:9][CH2:10][C:11]([NH:13][CH:14]([CH3:16])[CH3:15])=[O:12])=[O:8].C(=O)([O-])[O-].[K+].[K+].Cl.Cl.[N:29]12[CH2:37][CH2:36][CH:33]([CH2:34][CH2:35]1)[NH:32][CH2:31][CH2:30]2>C(#N)C>[N:29]12[CH2:37][CH2:36][CH:33]([CH2:34][CH2:35]1)[N:32]([C:2]1[CH:3]=[CH:4][C:5]([N+:18]([O-:20])=[O:19])=[C:6]([CH:17]=1)[C:7]([NH:9][CH2:10][C:11]([NH:13][CH:14]([CH3:16])[CH3:15])=[O:12])=[O:8])[CH2:31][CH2:30]2
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참가 물질

5

반응물 3

HCID 11430Potassium CarbonateHCID 173368391,4-Diazabicyclo[3.2.2]nonane dihydrochlorideHCID 44203076HCID 44203076, 화합물2회

생성물 1

HCID 67115180HCID 67115180, 화합물수율 69%

시약·촉매·용매 1

HCID 6342Acetonitrile용매

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온도
96 °C

실험 절차

To a solution of 5-fluoro-N-(2-(isopropylamino)-2-oxoethyl)-2-nitrobenzamide (Intermediate 2A) (7.39 g, 26.1 mmol) in acetonitrile (240 mL) was added potassium carbonate (14.6 g, 104 mmol) followed by 1,4-diazabicyclo[3.2.2]nonane dihydrochloride (5.45 g, 27.4 mmol). The resulting suspension was heated to reflux at 96° C. overnight. The reaction mixture was filtered and concentrated. Sample was diluted in methanol (100 mL) and split between two 20 g SCX cartridges. Purification by SCX and evaporation to dryness afforded 5-(1,4-diazabicyclo[3.2.2]nonan-4-yl)-N-(2-(isopropylamino)-2-oxoethyl)-2-nitrobenzamide (7.0 g, 18.0 mmol).

후처리

  1. temperatureThe resulting suspension was heated
  2. filtrationThe reaction mixture was filtered
  3. concentrationconcentrated
  4. additionSample was diluted in methanol (100 mL)
  5. customsplit between two 20 g SCX cartridges
  6. customPurification
  7. customby SCX and evaporation to dryness

출처 및 근거

ORD 기록
ord-ef3b12aa24f4418e97fd06fe1d326042
출처 데이터셋
uspto-grants-2014_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08841289B2

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