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

HRID 2091559ノート

反応式

HRID 2091559 の反応式
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]

参加物

5

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 178418397HCID 178418397、化合物触媒HCID 312751,4-Dioxane溶媒

反応条件

温度
90 °C

実験手順

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).

後処理

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

出典と根拠

ORDレコード
ord-adf4e7f36cb848e8b7d52849d1df7af4
出典データセット
uspto-grants-2013_05
特許番号
US08440652B2

反応ノート

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