Tetramethyltin → N-ethyl-N-methyl-6-(trimethylstannyl)pyridine-3-sulfonamide

HRID 2091559노트

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HRID 2091559 반응식
Cl[C:2]1[N:7]=[CH:6][C:5]([S:8]([N:11]([CH2:13][CH3:14])[CH3:12])(=[O:10])=[O:9])=[CH:4][CH:3]=1.[CH3:15][Sn:16](C)([CH3:18])[CH3:17]>O1CCOCC1.C1C=CC([P]([Pd]([P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)([P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)[P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)=CC=1>[CH2:13]([N:11]([CH3:12])[S:8]([C:5]1[CH:6]=[N:7][C:2]([Sn:16]([CH3:18])([CH3:17])[CH3:15])=[CH:3][CH:4]=1)(=[O:10])=[O:9])[CH3:14]

참가 물질

5

반응물 2

HCID 11661TetramethyltinHCID 432634486-chloro-N-ethyl-N-methylpyridine-3-sulfonamide

생성물 1

HCID 70655349N-ethyl-N-methyl-6-(trimethylstannyl)pyridine-3-sulfonamide수율 40.2%

시약·촉매·용매 2

HCID 178418397HCID 178418397, 화합물촉매HCID 312751,4-Dioxane용매

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온도
90 °C

실험 절차

6-chloro-N-ethyl-N-methylpyridine-3-sulfonamide (2.34 g, 10.0 mmol), tetramethyl tin (1.08 g, 10.00 mmol) and Pd(PPh3)4 (572 mg, 0.50 mmol) were mixed in dioxane (5 mL). After degassing, the mixture was heated to 90° C. At completion, the reaction was cooled to room temperature and concentrated. The residue was then flashed over alumina (20-100% chloroform/hexane eluent) to afford N-ethyl-N-methyl-6-(trimethylstannyl)pyridine-3-sulfonamide (1.46 g, 40% yield).

후처리

  1. customAfter degassing
  2. temperatureAt completion, the reaction was cooled to room temperature
  3. concentrationconcentrated

출처 및 근거

ORD 기록
ord-adf4e7f36cb848e8b7d52849d1df7af4
출처 데이터셋
uspto-grants-2013_05
특허 번호
US08440652B2

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