反应详情
EQUATION
反应方程式
REACTANTS
反应物
Hydrochloric Acid
ClH
Salicylic acid
C7H6O3
Diisopropylethylamine
C8H19N
Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)
C10H15F6N6OP
Benzyl (2-amino-2-methylpropyl)carbamate
C12H18N2O2
PRODUCTS
生成物
AUXILIARIES
试剂、催化剂与溶剂
PROCEDURE
实验过程
The HCl salt of benzyl 2-amino-2-methylpropylcarbamate (1.0 g, 3.87 mmol) was taken up in CH3CN (15 mL) along with HATU (1.60 g, 4.2 mmol), salicylic acid (535 mg. 3.87 mmol) and DIEA (2.0 mL, 11.6 mmol). The resulting reaction mixture was stirred at room temperature for 18 h. It was then concentrated under reduced pressure and diluted with EtOAc. The organic layer was washed with saturated aqueous NaHCO3, brine, dried over Na2SO4 and concentrated under reduced pressure. The resulting residue was purified by chromatography (30% EtOAc/pentane) to afford benzyl 2-(2-hydroxybenzamido)-2-methylpropylcarbamate (340 mg, 26%). Mass calculated for C19H22N2O4: 342.16; found: [M+H]+=343.
WORKUP
后处理
- customThe resulting reaction mixture
- concentrationIt was then concentrated under reduced pressure
- additiondiluted with EtOAc
- washThe organic layer was washed with saturated aqueous NaHCO3, brine
- dry with materialdried over Na2SO4
- concentrationconcentrated under reduced pressure
- customThe resulting residue was purified by chromatography (30% EtOAc/pentane)