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Benzoyl chloride, 3-chloro- → HCID 53307822, 화합물

HRID 1846643
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HRID 1846643 반응식
[NH2:1][C:2]1[CH:3]=[C:4]([CH:11]=[CH:12][C:13]=1[N:14]1[CH2:19][CH2:18][CH:17]([CH2:20][CH2:21][N:22]2[CH2:27][CH2:26][CH2:25][CH2:24][CH2:23]2)[CH2:16][CH2:15]1)[C:5]([NH:7][CH:8]1[CH2:10][CH2:9]1)=[O:6].[Cl:28][C:29]1[CH:30]=[C:31]([CH:35]=[CH:36][CH:37]=1)[C:32](Cl)=[O:33]>C(#N)C>[Cl:28][C:29]1[CH:30]=[C:31]([CH:35]=[CH:36][CH:37]=1)[C:32]([NH:1][C:2]1[CH:3]=[C:4]([CH:11]=[CH:12][C:13]=1[N:14]1[CH2:15][CH2:16][CH:17]([CH2:20][CH2:21][N:22]2[CH2:27][CH2:26][CH2:25][CH2:24][CH2:23]2)[CH2:18][CH2:19]1)[C:5]([NH:7][CH:8]1[CH2:10][CH2:9]1)=[O:6])=[O:33]
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참가 물질

4

반응물 2

HCID 69252Benzoyl chloride, 3-chloro-HCID 67322151HCID 67322151, 화합물

생성물 1

HCID 53307822HCID 53307822, 화합물수율 25.3%

시약·촉매·용매 1

HCID 6342Acetonitrile용매

실험 절차

To a stirred solution of compound 0.20 g (0.53 mmol) of 3-amino-N-cyclopropyl-4-[4-(2-piperidin-1-yl-ethyl)-piperidin-1-yl]-benzamide in acetonitrile (5 mL) is added 0.04 mL (0.31 mmol) 3-chlorobenzoyl chloride. The mixture is stirred at room temperature for 30 minutes then volatiles are removed under reduced pressure. The residue is dissolved in dichloromethane and the mixture is washed with 5% aqueous NaOH solution followed by water and then dried over anhydrous magnesium sulfate. The mixture is concentrated under reduced pressure and the crude mass purified by flash silica gel chromatography to yield 0.040 g (15%) of 3-(3-Chloro-benzoylamino)-N-cyclopropyl-4-[4-(2-piperidin-1-yl-ethyl)-piperidin-1-yl]-benzamide (112). [M+H]+=479.4

후처리

  1. customvolatiles are removed under reduced pressure
  2. dissolutionThe residue is dissolved in dichloromethane
  3. washthe mixture is washed with 5% aqueous NaOH solution
  4. dry with materialdried over anhydrous magnesium sulfate
  5. concentrationThe mixture is concentrated under reduced pressure
  6. customthe crude mass purified by flash silica gel chromatography

출처 및 근거

ORD 기록
ord-8fd6f550abaa4c46934a41fe2361e2f4
출처 데이터셋
uspto-grants-2015_02
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08952004B2

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