تفاعل #44201

معادلة التفاعل

PPh3

4-(4-bromo-2-fluorophenylamino)-1,5-dimethyl-6-oxo-1,6-dihydropyridine-3-carboxylic acid (2-cyano-ethyl)-amide

DIAD

TMSN3

→

desired product

المردود 61.0%

3-{5-[4-(4-bromo-2-fluorophenylamino)-1,5-dimethyl-6-oxo-1,6-dihydro-pyridin-3-yl]-tetrazol-1-yl}-propionitrile

المردود 61.0%

المذيبات

MeCN

ethyl acetate

ظروف التفاعل

المعالجة

1. 1
   غسيلwashed with water
2. 2
   استخلاصThe aqueous layer was extracted with ethyl acetate
3. 3
   تجفيفThe combined organic extracts were dried (MgSO4)
4. 4
   تركيزconcentrated under reduced pressure
5. 5
   أخرىPurification by flash column chromatography

الإجراء التجريبي

PPh3 (83 mg, 0.32 mmol) was added to a stirred suspension of 4-(4-bromo-2-fluorophenylamino)-1,5-dimethyl-6-oxo-1,6-dihydropyridine-3-carboxylic acid (2-cyano-ethyl)-amide (51 mg, 0.12 mmol) in MeCN (1.5 mL). DIAD (0.065 mL, 0.31 mmol) and TMSN3 (0.045 mL, 0.32) were added dropwise. After 22 hours, the reaction mixture was diluted with ethyl acetate and washed with water. The aqueous layer was extracted with ethyl acetate. The combined organic extracts were dried (MgSO4) and concentrated under reduced pressure. Purification by flash column chromatography gave clean desired product (33 mg, 61%).

المصدر