تفاعل #1278266

معادلة التفاعل

2-bromo-5-(2-bromo-acetyl)-pyridine

cyclopropylmethyl-thiourea

sodium bicarbonate

→

desired intermediate

المردود 61.0%

6-Bromo-3-(2-cyclopropylmethylamino-thiazol-4-yl)-pyridine

المردود 61.0%

المذيبات

ethanol

ظروف التفاعل

المعالجة

1. 1
   أخرىat room temperature
2. 2
   درجة الحرارةat reflux for 1 h under a nitrogen atmosphere
3. 3
   درجة الحرارةheat
4. 4
   workup.STIRRINGstir the mixture for 16 h at room temperature
5. 5
   ترشيحFilter the slurry
6. 6
   غسيلwash the solids with ethanol (50 mL), water (2×50 mL) and hexane (excess)
7. 7
   أخرىDry the solid in a vacuum oven for 20 h at 50° C.

الإجراء التجريبي

Slurry crude 2-bromo-5-(2-bromo-acetyl)-pyridine (11.5 g, ca. 48%), cyclopropylmethyl-thiourea (2.2 g, 16.9 mmol) and sodium bicarbonate (1.7 g, 20 mmol) in ethanol (100 mL) at room temperature. Stir the mixture at reflux for 1 h under a nitrogen atmosphere. Turn off heat and stir the mixture for 16 h at room temperature. Filter the slurry, then wash the solids with ethanol (50 mL), water (2×50 mL) and hexane (excess). Dry the solid in a vacuum oven for 20 h at 50° C. to obtain the desired intermediate as a tan solid (3.2 g, 61% over 2 steps). MS (ES+) m/z: 312 (M+2)+.

المصدر