Methyl iodide → N-tert-butyl-6-chloro-N-methylpyridine-3-sulfonamide

HRID 2199591ノート

反応式

HRID 2199591 の反応式
[C:1]([NH:5][S:6]([C:9]1[CH:10]=[N:11][C:12]([Cl:15])=[CH:13][CH:14]=1)(=[O:8])=[O:7])([CH3:4])([CH3:3])[CH3:2].CI.[C:18]([O-])([O-])=O.[K+].[K+]>CC(C)=O>[C:1]([N:5]([CH3:18])[S:6]([C:9]1[CH:10]=[N:11][C:12]([Cl:15])=[CH:13][CH:14]=1)(=[O:7])=[O:8])([CH3:4])([CH3:2])[CH3:3]

参加物

5

反応物 3

HCID 6328Methyl iodideHCID 11430Potassium CarbonateHCID 4729821N-tert-butyl-6-chloropyridine-3-sulfonamide

生成物 1

HCID 86659955N-tert-butyl-6-chloro-N-methylpyridine-3-sulfonamide収率 65%

試薬・触媒・溶媒 1

HCID 180Acetone溶媒

実験手順

A mixture of 0.97 g (3.9 mmol) of N-tert-butyl-6-chloropyridine-3-sulfonamide, 2.43 mL (39 mmol) of methyl iodide and 5.4 g (39 mmol) of K2CO3 in 40 mL of acetone is refluxed for 12 hours. The reaction medium is filtered at room temperature, and the filtrate is concentrated under reduced pressure. The residue obtained is purified on silica gel, eluting with a cyclohexane/EtOAc gradient of from 0 to 20% EtOAc, to give 0.66 g of N-tert-butyl-6-chloro-N-methylpyridine-3-sulfonamide in the form of a yellow solid.

後処理

  1. temperatureis refluxed for 12 hours
  2. filtrationThe reaction medium is filtered at room temperature
  3. concentrationthe filtrate is concentrated under reduced pressure
  4. customThe residue obtained
  5. customis purified on silica gel
  6. washeluting with a cyclohexane/EtOAc gradient of from 0 to 20% EtOAc

出典と根拠

ORDレコード
ord-b0fc3b730f7f45ea8d223215aa52e3a7
出典データセット
uspto-grants-2016_06
特許番号
US09359329B2

反応ノート

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