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1st November 2012 @ 00:11
Mnr: MNR51-60
EDC Coupling of MNR51 with Dimethylamine to give MNR52-1

See - Synthesis of AEW16-1

MNR52_scheme.png
mnr52-1_table.PNG

Hazard Assessment
HIRAC MNR52.pdf


Procedure

reaction on at 1045am 1/1/12

EDCI (0.083, 0.44 mmol) and HOBt (0.005 g, 0.04 mmol) were added to a solution of MNR51-1 (105 mg, 0.36 mmol) in DCM (5 mL) and the mixture was stirred for 20 minutes. Dimethylamine (~5.6 M in absolute ethanol, 0.097 mL, 0.54 mmol) was added and the reaction mixture stirred at room temperature. After 5 hours the reaction looked complete by TLC and it was quenched with sodium bicarbonate (10 mL) and extracted with DCM (3 x 10 mL), dried over MgSO4, filtered and concentrated to give a brown oil (0.075 g)

TLC post workup in 100% EtOAc - traces of starting material
SANY0014.JPG


33.452g

Column 50-75% EtOAc/Hex

Fracs 47-65 - 0.035 g, 0.111 mmol, 30% yield as an orange oil.

NMR
mnr52-1_frac47-65_1H.pdf
mnr52-1_frac47-65_13C.pdf
mnr52-1_frac47-65_conc.zip
mnr52-1_frac47-65_19F.pdf
mnr52-1_frac47-65.zip


reaction closed - 5/11/12 MNR
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Attached Files
mnr52-1_table.PNG
MNR52_scheme.png
HIRAC MNR52.pdf
SANY0014.JPG
mnr52-1_frac47-65.zip
mnr52-1_frac47-65_conc.zip
mnr52-1_frac47-65_1H.pdf
mnr52-1_frac47-65_13C.pdf
mnr52-1_frac47-65_19F.pdf
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