1H-ISOINDOLE-1,3(2H)-DIONE,2-[[6-(CHLOROMETHYL)-2-PYRIDINYL]METHYL]- synthesis
- Product Name:1H-ISOINDOLE-1,3(2H)-DIONE,2-[[6-(CHLOROMETHYL)-2-PYRIDINYL]METHYL]-
- CAS Number:628308-52-1
- Molecular formula:C15H11ClN2O2
- Molecular Weight:286.71
3099-28-3
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Yield:628308-52-1 68%
Reaction Conditions:
in N,N-dimethyl-formamide at 20;
Steps:
1
To a solution of 2,6-bis(chloromethyl)pyridine (20 g, 113.6 mmol, 1 eq.) in 250 ml of DMF was added potassium phtalimide (21.04 g, 113.6 mmol, 1 eq.). The reaction was stirred at r.t. overnight then the solvent was evaporated and the residue taken in EtOAc. The insolubles were removed by filtration and the filtrate washed with H2O. The organic layer was separated, dried over MgSO4 and concentrated. The resulting white solid was recrystallised from IPE/EtOAc (1/1 ) to give 2-{[6-(chloromethyl)pyridin-2- yl]methyl}-1H-isoindole-1 ,3(2H)-dione (22.34 g, 68 % yield) as a white solid. HPLC/MS : m/z = 287 (M+H) ; logP(HCooH) = 2.51
References:
WO2009/115557,2009,A2 Location in patent:Page/Page column 90
55422-79-2
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1195-59-1
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