三乙胺 → HCID 21306993，化合物

HRID 29753

反应方程式

HRID 29753 反应方程式
[C:1]([O:5][C:6](=[O:16])[NH:7][C:8]1[CH:13]=[C:12]([CH2:14][OH:15])[CH:11]=[CH:10][N:9]=1)([CH3:4])([CH3:3])[CH3:2].C(N(CC)CC)C>CS(C)=O>[C:1]([O:5][C:6](=[O:16])[NH:7][C:8]1[CH:13]=[C:12]([CH:14]=[O:15])[CH:11]=[CH:10][N:9]=1)([CH3:4])([CH3:2])[CH3:3]

参与物

4

反应物 2

HCID 8471三乙胺HCID 231510012-(BOC-氨基)-4-羟甲基吡啶

产物 1

HCID 21306993HCID 21306993，化合物收率 83%

试剂、催化剂与溶剂 1

HCID 679二甲基亚砜溶剂

实验过程

(4-Hydroxymethyl-pyridin-2-yl)-carbamic acid tert-butyl ester (1.91 g, 8.51 mmol) was dissolved in dry DMSO (10 mL) and the reaction flask immersed in a waterbath at 15° C. Triethylamine (1.72 g, 17.0 mmol) was added followed by sulfur trioxide pyridine complex (2.41 g, 15.1 mmol). The reaction mixture was stirred for 2 h and poured onto crushed ice and the product extracted with CHCl3. The organic extract was washed with water, dried concentrated under reduced pressure. The crude product was purified by flash chromatography (hexane/EtOAc, 80:20) to give (4-Formyl-pyridin-2-yl)-carbamic acid tert-butyl ester (1.57 g, 83%).

后处理

  1. customimmersed in a waterbath at 15° C
  2. additionpoured
  3. customonto crushed ice
  4. extractionthe product extracted with CHCl3
  5. extractionThe organic extract
  6. washwas washed with water
  7. customdried
  8. concentrationconcentrated under reduced pressure
  9. customThe crude product was purified by flash chromatography (hexane/EtOAc, 80:20)

来源与证据

ORD记录
ord-42f7346519a941639e7046248c9023f6
来源数据集
uspto-grants-2008_09
专利号
US07423012B2

关联笔记

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