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3-bromo-2-chloro-5-(4-ethylpiperazin-1-ylsulfonyl)pyridine → HCID 22052242, 화합물

HRID 1636004
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HRID 1636004 반응식
[Br:1][C:2]1[C:3](Cl)=[N:4][CH:5]=[C:6]([S:8]([N:11]2[CH2:16][CH2:15][N:14]([CH2:17][CH3:18])[CH2:13][CH2:12]2)(=[O:10])=[O:9])[CH:7]=1.[O-:20][CH2:21][CH3:22].[Na+]>C(O)C>[Br:1][C:2]1[C:3]([O:20][CH2:21][CH3:22])=[N:4][CH:5]=[C:6]([S:8]([N:11]2[CH2:16][CH2:15][N:14]([CH2:17][CH3:18])[CH2:13][CH2:12]2)(=[O:10])=[O:9])[CH:7]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 2

HCID 10342243-bromo-2-chloro-5-(4-ethylpiperazin-1-ylsulfonyl)pyridineHCID 2723922Sodium ethoxide

생성물 1

HCID 22052242HCID 22052242, 화합물

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

A mixture of the product from stage d) (6.60 g, 17.9 mmol) and sodium ethoxide (6.09 g, 89.55 mmol) in ethanol (100 ml) was heated under reflux for 18 hours, then cooled. The reaction mixture was concentrated under reduced pressure, the residue partitioned between water (100 ml) and ethyl acetate (100 ml), and the layers separated. The aqueous phase was extracted with ethyl acetate (2×100 ml), the combined organic solutions dried (MgSO4) and evaporated under reduced pressure to afford the title compound as a brown solid, 6.41 g; Found: C, 41.27; H, 5.33; N, 11.11. C13H20BrN3O3S requires C, 41.35; H, 5.28; N, 10.99%; δ (CDCl3, 300MHz): 1.06 (3H, t), 1.48 (3H, t), 2.42 (2H, q), 2.56 (4H, m), 3.09 (4H, m), 4.54 (2H, q), 8.10 (1H, s), 8.46 (1H, s) LRMS: m/z 378, 380 (M+1)+.

후처리

  1. temperaturewas heated
  2. temperatureunder reflux for 18 hours
  3. temperaturecooled
  4. concentrationThe reaction mixture was concentrated under reduced pressure
  5. customthe residue partitioned between water (100 ml) and ethyl acetate (100 ml)
  6. customthe layers separated
  7. extractionThe aqueous phase was extracted with ethyl acetate (2×100 ml)
  8. dry with materialthe combined organic solutions dried (MgSO4)
  9. customevaporated under reduced pressure

출처 및 근거

ORD 기록
ord-53b5106de4384a1dad3bd88f65b57448
출처 데이터셋
uspto-grants-2003_01
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06512002B2

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