Methanesulfonyl chloride → N-(5-bromo-2-methylpyridin-3-yl)methanesulfonamide

HRID 445630노트

반응식

HRID 445630 반응식
[Br:1][C:2]1[CH:3]=[C:4]([NH2:9])[C:5]([CH3:8])=[N:6][CH:7]=1.[CH3:10][S:11](Cl)(=[O:13])=[O:12]>N1C=CC=CC=1>[Br:1][C:2]1[CH:3]=[C:4]([NH:9][S:11]([CH3:10])(=[O:13])=[O:12])[C:5]([CH3:8])=[N:6][CH:7]=1

참가 물질

4

반응물 2

HCID 31297Methanesulfonyl chloride2회HCID 219640965-Bromo-2-methylpyridin-3-amine

생성물 1

HCID 57545815N-(5-bromo-2-methylpyridin-3-yl)methanesulfonamide

시약·촉매·용매 1

HCID 1049Pyridine용매

실험 절차

To a solution of 5-bromo-2-methyl-pyridin-3-ylamine (Stage 75.1.4, 573 mg, 3.06 mmol) in pyridine (6 ml) was added dropwise methanesulfonyl chloride (Aldrich, Buchs, Switzerland, 0.286 ml, 3.68 mmol). The reaction mixture was stirred for 18 h at rt then are added methanesulfonyl chloride (0.03 ml, 0.39 mmol). The reaction mixture was stirred 4 h at rt before being evaporated to dryness. The residue was dissolved in EtOAc and washed with saturated aqueous NaHCO3 and brine, dried over Na2SO4, filtered and evaporated. The crude product was dry loaded on silica gel and purified by MPLC (DCM/MeOH 0%-5%) to give the title compound as a pinkish solid. (HPLC: tR 2.05 min (Method A); M+H=265, 267 MS-ES).

후처리

  1. stirringThe reaction mixture was stirred 4 h at rt
  2. custombefore being evaporated to dryness
  3. dissolutionThe residue was dissolved in EtOAc
  4. washwashed with saturated aqueous NaHCO3 and brine
  5. dry with materialdried over Na2SO4
  6. filtrationfiltered
  7. customevaporated
  8. dry with materialThe crude product was dry
  9. custompurified by MPLC (DCM/MeOH 0%-5%)

출처 및 근거

ORD 기록
ord-be7f44a185944d26b70e0eaa1e13a9b7
출처 데이터셋
uspto-grants-2013_07
특허 번호
US08476294B2

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