反応 #40908

反応方程式

NH3

2-{[(Benzyloxy)carbonyl]amino}-2-methylpropanoic acid

1,1′-carbonyldiimidazole

2,3-Diaminobenzamide

→

benzyl 2-{[2-amino-3-(aminocarbonyl)phenyl]amino}-1,1-dimethyl-2-oxoethylcarbamate

溶媒

pyridine

DMF

反応条件

後処理

1. 1
   workup.ADDITIONwas added
2. 2
   その他The solvents were removed under vacuum
3. 3
   その他the residue was partitioned between ethyl acetate and diluted sodium bicarbonate aqueous solution
4. 4
   その他The formed slightly yellow solid material
5. 5
   ろ過was collected by filtration
6. 6
   洗浄washed with water and ethyl acetate
7. 7
   その他dried
8. 8
   その他to give Example 1A

実験手順

2-{[(Benzyloxy)carbonyl]amino}-2-methylpropanoic acid (5.18 g, 21.83 mmol) in a mixture of pyridine (25 mL) and DMF (25 mL) was treated with 1,1′-carbonyldiimidazole (3.72 g, 22.92 mmol) and heated at 40° C. for 2 hours. 2,3-Diaminobenzamide dihydrochlolide (4.89 g, 21.83 mmol), prepared as described in WO0026192, was added and the mixture was stirred at room temperature overnight. The solvents were removed under vacuum and the residue was partitioned between ethyl acetate and diluted sodium bicarbonate aqueous solution. The formed slightly yellow solid material was collected by filtration, washed with water and ethyl acetate, and dried to give Example 1A. MS (DCI/NH3) m/z 371 (M+H)+.

出典