تفاعل #92296

معادلة التفاعل

DIEA

(R)-5-(2-(2,5-difluorophenyl)pyrrolidin-1-yl)pyrazolo[1,5-a]pyrimidin-3-amine

1-(trifluoromethyl)cyclopropanecarboxylic acid

HATU

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final product

المردود 64.5%

(R)—N-(5-(2-(2,5-difluorophenyl)pyrrolidin-1-yl)pyrazolo[1,5-a]pyrimidin-3-yl)-1-(trifluoromethyl)cyclopropanecarboxamide

المردود 64.5%

المذيبات

DMF

EtOAc

ظروف التفاعل

المعالجة

1. 1
   درجة الحرارةAfter cooling in an ice bath for 10 minutes
2. 2
   غسيلwashed with water and brine (5 mL each)
3. 3
   تركيزconcentrated
4. 4
   أخرىpurified by reverse-phase column chromatography
5. 5
   غسيلeluting with 5 to 72% acetonitrile/water

الإجراء التجريبي

To a mixture of (R)-5-(2-(2,5-difluorophenyl)pyrrolidin-1-yl)pyrazolo[1,5-a]pyrimidin-3-amine (Preparation B; 25 mg, 0.079 mmol), 1-(trifluoromethyl)cyclopropanecarboxylic acid (15 mg, 0.095 mmol), and HATU (36 mg, 0.095 mmol) was added 0.6 mL DMF to make a solution. After cooling in an ice bath for 10 minutes, DIEA (0.041 mL, 0.24 mmol) was added to the reaction drop-wise. The reaction was allowed to warm up to ambient temperature and stirred overnight. The reaction mixture was diluted with EtOAc (15 mL), washed with water and brine (5 mL each), concentrated, and purified by reverse-phase column chromatography, eluting with 5 to 72% acetonitrile/water to yield the final product as a beige solid (23 mg, 63% yield). MS (apci) m/z=452.2 (M+H).

المصدر