تفاعل #53440

معادلة التفاعل

6-bromopyrrolo[1,2-a]pyrazine-3-carboxylic acid hydrochloride

dihydrochloride

DIEA

HATU

→

N-[(3R)-1-azabicyclo[2.2.2]oct-3-yl]-6-bromopyrrolo[1,2-a]pyrazine-3-carboxamide

المذيبات

DMF

THF

ظروف التفاعل

المعالجة

1. 1
   تركيزis concentrated to dryness under reduced pressure
2. 2
   أخرىThe resulting material is absorbed to silica gel
3. 3
   أخرىpurified with silica gel chromatography (9% MeOH/1%NH3OH/CH2Cl2 as the eluent)
4. 4
   أخرىcrystallized from EtOH/acetone/Et2O
5. 5
   أخرىto give an off white spheres

الإجراء التجريبي

To a suspension of 6-bromopyrrolo[1,2-a]pyrazine-3-carboxylic acid hydrochloride (1.67 mmol), (R)-3-aminoquinulidine dihydrochloride (0.34 g, 1.67 mmol), DIEA (1.5 mL, 8.35 mmol) in DMF (20 mL) and THF (10 mL) is added HATU (0.64 g, 1.67 mmol). The resulting suspension is stirred for 16 h at which time it is concentrated to dryness under reduced pressure. The resulting material is absorbed to silica gel and purified with silica gel chromatography (9% MeOH/1%NH3OH/CH2Cl2 as the eluent) salted with fumeric acid, and crystallized from EtOH/acetone/Et2O to give an off white spheres. Yield 45%. HRMS (FAB) calcd. for C15H17BrN4O+H 349.0664, found 349.0647.

المصدر