Reference of 32372-82-0, These common heterocyclic compound, 32372-82-0, name is Isoindoline hydrochloride, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.
A stirred suspension of 4- (3-piperidin-1-ylpropoxy) benzoic acid hydrochloride (D2 (Method B); 25g) in DCM (250ML) at rt was treated with oxalyl chloride (10. 92MOL) and 10% DMF in DCM (1 drop). After 2h the solution was evaporated and then re- evaporated from DCM (100ML) and toluene (100ML). The acid chloride was redissolved in DCM (400MOI) and treated with isoindoline hydrochloride (12.8g). The stirred mixture was cooled in ice and triethylamine (46. 4ml) was added over 20min. The mixture was allowed to gain rt and stirred for 1 h. The solution was washed with saturated sodium hydrogen carbonate solution (2#200ML), water (2#200ML), brine (200MI), dried (MGS04) and evaporated. The residue was chromatographed on a silica gel flash column [step gradient 5-9% MEOH (containing 10%. 880 ammonia solution) in DCM]. Fractions containing the required product were evaporated and then re-evaporated from EtOH to give a solid (27.5g) which was redissolved in DCM (300ML), treated with 4M HCI in dioxan (28. 3ML) and then evaporated. The resulting solid was crystallised from EtOH/ diethyl ether to give 2 crops (28.5g). This material was recrystallised from MEOH/ diethyl ether to give the title compound (E2) (26.4g).
Statistics shows that Isoindoline hydrochloride is playing an increasingly important role. we look forward to future research findings about 32372-82-0.
Reference:
Patent; GLAXO GROUP LIMITED; WO2004/37788; (2004); A1;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem