반응 #44201

반응 방정식

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

수율 61.0%

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

수율 61.0%

용매

MeCN

ethyl acetate

반응 조건

후처리

1. 1
   세척washed with water
2. 2
   추출The aqueous layer was extracted with ethyl acetate
3. 3
   건조The combined organic extracts were dried (MgSO4)
4. 4
   농축concentrated under reduced pressure
5. 5
   기타Purification by flash column chromatography

실험 절차

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%).

출처