反応 #53440

反応方程式

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

溶媒

DMF

THF

反応条件

後処理

1. 1
   濃縮is concentrated to dryness under reduced pressure
2. 2
   その他The resulting material is absorbed to silica gel
3. 3
   その他purified with silica gel chromatography (9% MeOH/1%NH3OH/CH2Cl2 as the eluent)
4. 4
   その他crystallized from EtOH/acetone/Et2O
5. 5
   その他to give an off white spheres

実験手順

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.

出典