تفاعل #420247

معادلة التفاعل

(E)-4,4,5,5,5-Pentafluoropent-2-enoic acid

HBTU

triethylamine

N-(2-methyl-4-quinolyl)propane-1,3-diamine hydrochloride

aluminium oxide

→

(E)-4,4,5,5,5-Pentafluoro-N-[3-[(2-methyl-4-quinolyl)amino]propyl]pent-2-enamide

المذيبات

DMF

acetonitrile

ظروف التفاعل

المعالجة

1. 1
   workup.ADDITIONwas added
2. 2
   workup.STIRRINGstirring
3. 3
   workup.WAITwas continued for one hour
4. 4
   ترشيحthe mixture was filtered
5. 5
   أخرىthe filtrate was evaporated to dryness under reduced pressure
6. 6
   أخرىThe residue was purified by preparative HPLC (gradient of water containing 0.1% NH3 and acetonitrile)
7. 7
   أخرىto yield 28.4 mg (0.076 mmol, 38%)

الإجراء التجريبي

(E)-4,4,5,5,5-Pentafluoropent-2-enoic acid (38 mg, 0.2 mmol) and HBTU (76 mg, 0.2 mmol) were dissolved in a 1:1 mixture of anhydrous DMF and anhydrous acetonitrile (2 ml), after 5 minutes triethylamine (82 μl, 0.6 mmol) and N-(2-methyl-4-quinolyl)propane-1,3-diamine hydrochloride (48 mg, 0.24 mmol) was added and stirring was continued for 3 hours. To the mixture basic aluminium oxide was added, stirring was continued for one hour, the mixture was filtered and the filtrate was evaporated to dryness under reduced pressure. The residue was purified by preparative HPLC (gradient of water containing 0.1% NH3 and acetonitrile) to yield 28.4 mg (0.076 mmol, 38%).

المصدر