反応 #5338

反応方程式

crude crystals

Methyl 2-ethoxy-1-[[2'-(ethoxycarbonyloxy-carbamimidoyl)biphenyl-4-yl]methyl]benzimidazole-7-carboxylate

1,8-diazabicyclo[5.4.0]undec-7-ene

→

title compound

収率 57.6%

Methyl 2-ethoxy-1-[[2'-(2,5-dihydro-5-oxo-1,2,4-oxadiazol-3-yl)biphenyl-4-yl]methyl]benzimidazole-7-carboxylate

収率 57.6%

溶媒

ethyl acetate

反応条件

後処理

1. 1
   その他The reaction mixture was partitioned between ethyl acetate (50 ml) and 1N HCl (20 ml)
2. 2
   洗浄The organic layer was washed with water
3. 3
   その他dried
4. 4
   濃縮concentrated to dryness
5. 5
   その他The residue was crystallized from chloroformethyl acetate

実験手順

The crude crystals (4.0 g) obtained in Example (57b) was dissolved in ethyl acetate (50 ml). To the solution was added 1,8-diazabicyclo[5.4.0]undec-7-ene (DBU, 3.2 g), and the mixture was stirred for 2 hours at 80° C. The reaction mixture was partitioned between ethyl acetate (50 ml) and 1N HCl (20 ml). The organic layer was washed with water, dried and concentrated to dryness. The residue was crystallized from chloroformethyl acetate to afford the title compound as colorless prisms (2.1 g, 45%), which was in agreement with that obtained in Example (1d).

出典