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

HRID 445630ノート

反応式

HRID 445630 の反応式
[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

参加物

4

反応物 2

HCID 31297Methanesulfonyl chloride2 回HCID 219640965-Bromo-2-methylpyridin-3-amine

生成物 1

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

試薬・触媒・溶媒 1

HCID 1049Pyridine溶媒

実験手順

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).

後処理

  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%)

出典と根拠

ORDレコード
ord-be7f44a185944d26b70e0eaa1e13a9b7
出典データセット
uspto-grants-2013_07
特許番号
US08476294B2

反応ノート

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