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2,6-Dichloropyrazine → HCID 86686018, 화합물

HRID 2277723
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HRID 2277723 반응식
[CH2:1]([O:3][C:4]([CH:6]1[CH2:11][CH2:10][CH2:9][N:8]([C:12]([O:14][C:15]([CH3:18])([CH3:17])[CH3:16])=[O:13])[CH2:7]1)=[O:5])[CH3:2].C[Si]([N-][Si](C)(C)C)(C)C.[Na+].[Cl:29][C:30]1[CH:35]=[N:34][CH:33]=[C:32](Cl)[N:31]=1>C1COCC1>[CH2:1]([O:3][C:4]([C:6]1([C:32]2[CH:33]=[N:34][CH:35]=[C:30]([Cl:29])[N:31]=2)[CH2:11][CH2:10][CH2:9][N:8]([C:12]([O:14][C:15]([CH3:17])([CH3:16])[CH3:18])=[O:13])[CH2:7]1)=[O:5])[CH3:2]
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5

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HCID 785042,6-DichloropyrazineHCID 3577271-Tert-butyl 3-ethyl piperidine-1,3-dicarboxylateHCID 2724254Sodium bis(trimethylsilyl)amide

생성물 1

HCID 86686018HCID 86686018, 화합물

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매2회

실험 절차

To a solution of piperidine-1,3-dicarboxylic acid 1-tert-butyl ester 3-ethyl ester (90 g, 350.1 mmol) in dry THF (180 mL) at 0° C. was slowly added sodium-bis-(trimethylsilyl)-amide (1 M in THF, 450 mL, 450 mmol). The reaction mixture was stirred at the same temperature for 0.5 hr before it was slowly added to a solution of 2,6-dichloropyrazine (60 g, 401.6 mmol) in dry THF (180 mL) under argon. The resulting reaction mixture was stirred at 0° C. for 1 hr, and then allowed to warm up to room temperature, and quenched by the addition of satd. aq. solution of NH4Cl (360 mL). The organic layer was dried over anhy. Na2SO4, filtered, and concentrated in vacuo to afford a crude title product. It was then used directly in the next step without further purification.

후처리

  1. customat 0° C.
  2. customThe resulting reaction mixture
  3. stirringwas stirred at 0° C. for 1 hr
  4. customquenched by the addition of satd
  5. customThe organic layer was dried over anhy
  6. filtrationNa2SO4, filtered
  7. concentrationconcentrated in vacuo

출처 및 근거

ORD 기록
ord-ddd4bd223f6a4fad800e4b7571bbd2af
출처 데이터셋
uspto-grants-2015_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09133158B2

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