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

HRID 2366068노트

반응식

HRID 2366068 반응식
[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]

참가 물질

5

반응물 3

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

생성물 1

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

시약·촉매·용매 1

HCID 180Acetone용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-e391cb9dcf7a4304bc586b9061016d6e
출처 데이터셋
uspto-grants-2014_04
특허 번호
US08697731B2

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