تفاعل #1702115

معادلة التفاعل

tert-butyl [3-(aminomethyl)phenyl]carbamate

2,4,5-trichloropyrimidine

potassium carbonate

→

desired product

المردود 92.3%

tert-Butyl(3-{[(2,5-dichloropyrimidin-4-yl)amino]methyl}phenyl)carbamate

المردود 92.3%

المذيبات

N,N-dimethylformamide

ظروف التفاعل

المعالجة

1. 1
   أخرىThe reaction was quenched with water
2. 2
   workup.ADDITIONEtOAc was added
3. 3
   أخرىthe layers were separated
4. 4
   استخلاصThe aqueous layer was extracted with EtOAc twice
5. 5
   غسيلThe combined organic layers were washed with water and brine successively
6. 6
   تجفيفdried (Na2SO4)
7. 7
   ترشيحfiltered
8. 8
   تركيزconcentrated
9. 9
   أخرىThe resulted residue was triturated with methylene chloride and hexanes

الإجراء التجريبي

To a solution of tert-butyl [3-(aminomethyl)phenyl]carbamate (0.50 g, 2.2 mmol) and 2,4,5-trichloropyrimidine (0.45 g, 2.5 mmol) in N,N-dimethylformamide (6 mL) was added potassium carbonate (0.62 g, 4.5 mmol). The resultant mixture was stirred overnight at room temperature. The reaction was quenched with water. EtOAc was added and the layers were separated. The aqueous layer was extracted with EtOAc twice. The combined organic layers were washed with water and brine successively, then dried (Na2SO4), filtered, and concentrated. The resulted residue was triturated with methylene chloride and hexanes to give the desired product as an off-white powder (0.75 g, 90%). LCMS for C12H11Cl2N4O2 (M-tBu+H)+: m/z=313.0, 315.0.

المصدر