تفاعل #536341

معادلة التفاعل

(R)-5-(4-Cyano-benzyl)-7-(3,5-dichloro-4-fluoro-phenyl)-5-methyl-6-oxo-6,7-dihydro-5H-imidazo[1,2-a]imidazole-3-carboxylic acid

HATU

diisopropylethylamine

1-amino-cyclopropane-carboxylic acid allyl ester hydrochloride

→

1-{[(R)-5-(4-cyano-benzyl)-7-(3,5-dichloro-4-fluoro-phenyl)-5-methyl-6-oxo-6,7-dihydro-5H-imidazol[1,2-a]imidazole-3-carbonyl]-amino}-cyclopropanecarboxylic acid allyl ester

المردود 100.0%

المذيبات

THF

ظروف التفاعل

المعالجة

1. 1
   غسيلThe organics were washed with water (2×30 mL) and brine (1×30 mL)
2. 2
   تجفيفthen dried (MgSO4)
3. 3
   تركيزconcentrated

الإجراء التجريبي

(R)-5-(4-Cyano-benzyl)-7-(3,5-dichloro-4-fluoro-phenyl)-5-methyl-6-oxo-6,7-dihydro-5H-imidazo[1,2-a]imidazole-3-carboxylic acid (10 g, 22 mmol), was added to a 500 mL round bottomed flask containing THF (100 mL). To this solution was added HATU (9.1 g, 24 mmol), diisopropylethylamine (11 mL, 65 mmol) and 1-amino-cyclopropane-carboxylic acid allyl ester hydrochloride (4.3 g, 24 mmol). The reaction was allowed to stir at room temperature for 18 h. The organics were washed with water (2×30 mL) and brine (1×30 mL) then dried (MgSO4) and concentrated to afford crude 1-{[(R)-5-(4-cyano-benzyl)-7-(3,5-dichloro-4-fluoro-phenyl)-5-methyl-6-oxo-6,7-dihydro-5H-imidazol[1,2-a]imidazole-3-carbonyl]-amino}-cyclopropanecarboxylic acid allyl ester (12.6 g, 22 mmol) which was taken onward without further purification.

المصدر