تفاعل #475556

معادلة التفاعل

2-azidomethyl-pyrimidine

N,N-diisopropylethylamine

5-(3,5-dichloro-phenyl)-3-(4-ethynyl-naphthalen-1-yl)-5-trifluoromethyl-4,5-dihydro-isoxazole

→

2-(4-{4-[5-(3,5-dichloro-phenyl)-5-trifluoromethyl-4,5-dihydro-isoxazol-3-yl]-naphthalen-1-yl}-[1,2,3]triazol-1-ylmethyl)-pyridine

المذيبات

DMF

ظروف التفاعل

المعالجة

1. 1
   أخرىthe reaction is quenched with a saturated solution of NaHCO3
2. 2
   استخلاصextracted with dichloromethane
3. 3
   تجفيفThe combined organic phases are dried over MgSO4
4. 4
   تركيزconcentrated in vacuo
5. 5
   أخرىThe crude product is purified on a semi-preparative HPLC

الإجراء التجريبي

CuI (88 mg) is added to a solution of 2-azidomethyl-pyrimidine (62 mg), N,N-diisopropylethylamine (DIPEA, 2.0 ml) and 5-(3,5-dichloro-phenyl)-3-(4-ethynyl-naphthalen-1-yl)-5-trifluoromethyl-4,5-dihydro-isoxazole (100 mg) in DMF (1.0 ml). After 16 hours at room temperature, the reaction is quenched with a saturated solution of NaHCO3 and extracted with dichloromethane. The combined organic phases are dried over MgSO4 and concentrated in vacuo. The crude product is purified on a semi-preparative HPLC to yield 2-(4-{4-[5-(3,5-dichloro-phenyl)-5-trifluoromethyl-4,5-dihydro-isoxazol-3-yl]-naphthalen-1-yl}-[1,2,3]triazol-1-ylmethyl)-pyridine as a beige foam. (compound 1.27, Table 1).

المصدر