Acetone → 4-[(2-Amino-5-bromopyridin-3-yl)sulfonyl]-2-methylbutan-2-ol

HRID 241069ノート

反応式

HRID 241069 の反応式
[NH2:1][C:2]1[C:7]([S:8][CH2:9][CH2:10][C:11]([CH3:14])([OH:13])[CH3:12])=[CH:6][C:5]([Br:15])=[CH:4][N:3]=1.CC(C)=[O:18].[OH2:20].S([O-])(O[O-])(=O)=O.[K+].[K+]>CO>[NH2:1][C:2]1[C:7]([S:8]([CH2:9][CH2:10][C:11]([CH3:12])([OH:13])[CH3:14])(=[O:18])=[O:20])=[CH:6][C:5]([Br:15])=[CH:4][N:3]=1

参加物

6

反応物 4

HCID 180AcetoneHCID 962WaterHCID 10313463Potassium peroxymonosulphateHCID 66820470HCID 66820470、化合物

生成物 1

HCID 668207114-[(2-Amino-5-bromopyridin-3-yl)sulfonyl]-2-methylbutan-2-ol収率 48%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

To a solution of 4-[(2-amino-5-bromopyridin-3-yl)thio]-2-methylbutan-2-ol (90 mg, 0.31 mmol) in a mixture of methanol (750 μL), acetone (750 μL) and water (450 μL) was added potassium peroxymonosulfate (285 mg, 0.46 mmol) and the reaction mixture was stirred for 15 minutes at room temperature. The reaction mixture was partitioned between water (20 mL) and ethyl acetate (50 mL). The organic layer was separated and washed with water (20 mL) and brine (20 mL), dried over sodium sulfate, filtered and concentrated. Purification by flash chromatography (35% to 80% ethyl acetate in hexane) gave 4-[(2-amino-5-bromopyridin-3-yl)sulfonyl]-2-methylbutan-2-ol (48 mg, 48%); MS (EI) for C10H15BrN2O3S: 323 (MH+).

後処理

  1. customThe reaction mixture was partitioned between water (20 mL) and ethyl acetate (50 mL)
  2. customThe organic layer was separated
  3. washwashed with water (20 mL) and brine (20 mL)
  4. dry with materialdried over sodium sulfate
  5. filtrationfiltered
  6. concentrationconcentrated
  7. customPurification by flash chromatography (35% to 80% ethyl acetate in hexane)

出典と根拠

ORDレコード
ord-d4c09f4758404ead9f7e4c19ea1244ca
出典データセット
uspto-grants-2014_02
特許番号
US08648066B2

反応ノート

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