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

HRID 241069笔记

反应方程式

HRID 241069 反应方程式
[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

参与物

6

反应物 4

HCID 180丙酮HCID 962聚[6-[4-(4-氰基苯基)苯氧基]己基甲基丙烯酸酯]HCID 10313463Potassium peroxymonosulphateHCID 66820470HCID 66820470，化合物

产物 1

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

试剂、催化剂与溶剂 1

HCID 887Methanol溶剂

实验过程

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+).

后处理

  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)

来源与证据

ORD记录
ord-d4c09f4758404ead9f7e4c19ea1244ca
来源数据集
uspto-grants-2014_02
专利号
US08648066B2

反应笔记

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