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30th August 2016 @ 04:27


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AEW 312-1 (376 mg, 0.78 mmol) was dissolved in EtOH (8 mL). CuCl2.2H2O (6.5 mg, 0.04 mmol, 5 mol%) was added and the reaction heated at reflux.

The solvent was removed and ethyl acetate was added. The mixture was washed with water and brine. The organic layers were dried (MgSO4), filtered and concentrated under reduced pressure to give the crude product as crispy mustard coloured sollid.

The recrystallised from ethanol - gave powder rather than crystals.

A mustard powder was collected and dried at the high vac o/n. Combined mother liquors were evaporated to give a mustard semi solid - (150 mg, 0.38, 48% yield).

 

AEW 314-1.JPG

Data:

AEW 314-1 300 MHz Proton.png
AEW 314-1 300 MHz Proton.jcamp
AEW 314-1 300 MHz Proton.mnova
AEW 314-1.zip

Strings

InChI=1S/C25H21F2N5O3/c26-19-9-8-18(11-20(19)27)21(35-24-3-1-2-10-33-24)15-34-23-14-29-13-22-30-31-25(32(22)23)17-6-4-16(12-28)5-7-17/h4-9,11,13-14,21,24H,1-3,10,15H2

to

InChI=1S/C20H13F2N5O2/c21-15-6-5-14(7-16(15)22)17(28)11-29-19-10-24-9-18-25-26-20(27(18)19)13-3-1-12(8-23)2-4-13/h1-7,9-10,17,28H,11H2

FC1=C(F)C=CC(C(OC2OCCCC2)COC3=CN=CC4=NN=C(C5=CC=C(C#N)C=C5)N43)=C1

to

FC1=C(F)C=CC(C(O)COC2=CN=CC3=NN=C(C4=CC=C(C#N)C=C4)N32)=C1

Attached Files
AEW 314-1.cdxml
AEW 314-1.png
AEW 314-1.png
AEW 314-1.JPG
AEW 314-1 300 MHz Proton.png
AEW 314-1 300 MHz Proton.jcamp
AEW 314-1 300 MHz Proton.mnova
AEW 314-1.zip