反応 #1588525

反応方程式

tert-butyl (1-{4-[bromo(phenyl)acetyl]phenyl}cyclobutyl)carbamate

6-chloro-4,5-dimethylpyridazin-3-amine

N,N-diisopropylethylamine

→

title compound

収率 78.0%

tert-Butyl {1-[4-(6-chloro-7,8-dimethyl-3-phenylimidazo[1,2-b]pyridazin-2-yl)phenyl]cyclobutyl}carbamate

収率 78.0%

溶媒

butyronitrile

反応条件

後処理

1. 1
   その他that was prepared in a manner analgous to
2. 2
   温度On cooling the mixture
3. 3
   その他was partitioned between DCM and water
4. 4
   ろ過filtered through a silicone coated filter paper
5. 5
   濃縮The filtrate was concentrated in vacuo
6. 6
   その他The crude mixture was purified via MPLC (Biotage Isolera; 25 g SNAP cartridge: hexane/EtOAc 9/1→hexane/EtOAc 3/2)

実験手順

A mixture of crude tert-butyl (1-{4-[bromo(phenyl)acetyl]phenyl}cyclobutyl)carbamate [that was prepared in a manner analgous to that described for Intermediate Example Int-1-A] (237 mg, ˜80% purity, 0.430 mmol, 1.0 eq), 6-chloro-4,5-dimethylpyridazin-3-amine (CAS-Nr. 76593-36-7, 67.2 mg, 0.430 mmol, 1.0 eq) and N,N-diisopropylethylamine (70 μL, 0.430 mmol, 1.0 eq) in butyronitrile (2.6 mL) was heated for 17 hours at 125° C. On cooling the mixture was partitioned between DCM and water, stirred vigorously and filtered through a silicone coated filter paper. The filtrate was concentrated in vacuo. The crude mixture was purified via MPLC (Biotage Isolera; 25 g SNAP cartridge: hexane/EtOAc 9/1→hexane/EtOAc 3/2) to give 185 mg (78% yield) of the title compound.

出典