تفاعل #73593

معادلة التفاعل

1-hydroxybenzotriazole

benzylamine

2-amino-4-benzylthiazole-5-carboxylic acid

diisopropylethylamine

N-ethyl-N′-(3-dimethylaminopropyl)carbodiimide hydrochloride

→

title compound

المردود 65.0%

2-Amino-4-benzylthiazole-5-carboxylic Acid Benzylamide

المردود 65.0%

المذيبات

ethyl acetate

N,N-dimethylformamide

ظروف التفاعل

المعالجة

1. 1
   غسيلwashed with water, brine
2. 2
   تجفيفdried over anhydrous Na2SO4
3. 3
   ترشيحfiltered
4. 4
   تركيزconcentrated in vacuo
5. 5
   أخرىThe crude product was purified by flash column chromatography
6. 6
   غسيلeluting with ethyl acetate/hexanes (5/95 to 100/0)

الإجراء التجريبي

To a solution of 2-amino-4-benzylthiazole-5-carboxylic acid (0.033 g, 0.14 mmol) and diisopropylethylamine (0.08 mL, 0.46 mmol) in N,N-dimethylformamide (5 mL) was added N-ethyl-N′-(3-dimethylaminopropyl)carbodiimide hydrochloride (0.039 g, 0.20 mmol), followed by the addition of 1-hydroxybenzotriazole (0.026 g, 0.19 mmol). After 30 minutes, benzylamine (0.02 mL, 0.18 mmol) was added. The reaction mixture was stirred at ambient temperature for 12 h, diluted with ethyl acetate, washed with water, brine, dried over anhydrous Na2SO4, filtered and concentrated in vacuo. The crude product was purified by flash column chromatography eluting with ethyl acetate/hexanes (5/95 to 100/0) to afford the title compound (0.029 g, 65% yield).

المصدر