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Potassium Carbonate → (5-Bromo-6-fluoro-pyridin-2-yl)-(2-chloro-benzyl)-amine

HRID 509943
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HRID 509943 반응식
[Cl:1][C:2]1[CH:16]=[CH:15][CH:14]=[CH:13][C:3]=1[CH2:4][NH:5][C:6]1[CH:11]=[CH:10][CH:9]=[C:8]([F:12])[N:7]=1.[Br:17]N1C(=O)CCC1=O.C(=O)([O-])[O-].[K+].[K+]>C(#N)C>[Br:17][C:9]1[CH:10]=[CH:11][C:6]([NH:5][CH2:4][C:3]2[CH:13]=[CH:14][CH:15]=[CH:16][C:2]=2[Cl:1])=[N:7][C:8]=1[F:12]
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참가 물질

5

반응물 3

HCID 11430Potassium CarbonateHCID 67184N-bromobutanimideHCID 57963158(2-Chloro-benzyl)-(6-fluoro-pyridin-2-yl)-amine

생성물 1

HCID 57619357(5-Bromo-6-fluoro-pyridin-2-yl)-(2-chloro-benzyl)-amine수율 80%

시약·촉매·용매 1

HCID 6342Acetonitrile용매2회

실험 절차

To (2-chloro-benzyl)-(6-fluoro-pyridin-2-yl)-amine (45, 4.70 g, 19.8 mmol) in 100.0 mL of acetonitrile, N-bromosuccinimide (3.53 g, 19.8 mmol) in 20.0 mL of acetonitrile was added slowly at room temperature. The reaction was stirred at room temperature for 4 hours, then poured into aqueous potassium carbonate and extracted with ethyl acetate. The organic layer was dried over sodium sulfate, filtered and the filtrate concentrated under vacuum. The resulting material was washed with ethyl acetate in hexane to provide the desired compound (46, 5.0 g).

후처리

  1. extractionextracted with ethyl acetate
  2. dry with materialThe organic layer was dried over sodium sulfate
  3. filtrationfiltered
  4. concentrationthe filtrate concentrated under vacuum
  5. washThe resulting material was washed with ethyl acetate in hexane

출처 및 근거

ORD 기록
ord-f1d71c260e0d45758a7d7725d8c48425
출처 데이터셋
uspto-grants-2015_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09096593B2

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