Reaction #1095850

Reaction equation

2Q

aminoquinoline

Urocanic acid

CDI

→

N-(2-{[2-(7-Chloro-quinolin-4-ylamino)ethyl]methylamino}ethyl)-3-(1H-imidazol-4-yl)acrylamide

Yield 31.0%

Solvents

THF

THF

Conditions

Workup

1. 1
   workup.ADDITIONwas added
2. 2
   workup.STIRRINGto be stirred
3. 3
   OtherAfter reaction overnight
4. 4
   Filtrationthe reaction solution was filtered through a Kiriyama funnel
5. 5
   ConcentrationThe filtrate was concentrated under a reduced pressure
6. 6
   Otherto give a yellow oil
7. 7
   Otherthis oil was purified by HPLC

Procedure

Urocanic acid (138 mg, 1 mmol) was dissolved in dist THF, and a condensing agent CDI (200 mg, 1.3 mmol) was added to this solution. The solution was stirred. After two hours, 2Q (278 mg, 1 mmol) dissolved in dist THF was added and continued to be stirred. After reaction overnight, the reaction solution was filtered through a Kiriyama funnel. The filtrate was concentrated under a reduced pressure to give a yellow oil and this oil was purified by HPLC. Yield: 31%.

Source