Synthetic Route of 5332-26-3,Some common heterocyclic compound, 5332-26-3, name is 2-(Bromomethyl)isoindoline-1,3-dione, molecular formula is C9H6BrNO2, 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.
Example 8: 6-((R)-5-{[((RS)-2-methoxy-8,9-dihydro-furo[2,3-Lambda]quinolin-9-ylmethyl)- amino] -methyl}-2-oxo-oxazolidin-3-yl)-4H-benzo [ 1 ,4] thiazin-3-one:; 8.i. rac-3-( 1 ,3-dioxo- 1 ,3-dihydro-isoindol-2-yl)-2-(7-fluoro-2-methoxy-quinolin-8-yl)- propionic acid methyl ester:; To a solution of LiEtaMDS (IM in TEtaF, 9.6 niL) was added at -78C a solution of (7-fluoro-2-methoxy-quinolin-8-yl)-acetic acid methyl ester (2.0 g, 8.0 mmol; prepared as in WO 2007/081597) in TEtaF (16 mL) over lO min. After stirring the resulting orange mixture for 1 h at -78C, a solution of Lambda/-(bromomethyl)phthalimide (1.2 eq.) in TEtaF (16 mL) was added dropwise over 10 min. The mixture was stirred 1 h at -78C and then at it overnight. The yellow solution was quenched with 17V EtaC1 (80 mL) and then extracted with DCM. The combined org layers were washed with water, dried over MgSO4, concentrated and purified by CC (Etaept/EA 1 : 1) to give 1.89 g of a yellow solid which was recrystallized from EA/MeOEta/NEta4OEta (90:10:1) to afford the title intermediate as a colourless solid (924 mg, 28% yield). MS (ESI, m/z): 409.3 [IVB-H+].
These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 2-(Bromomethyl)isoindoline-1,3-dione, its application will become more common.
Reference:
Patent; ACTELION PHARMACEUTICALS LTD; HUBSCHWERLEN, Christian; RUEEDI, Georg; SURIVET, Jean-Philippe; ZUMBRUNN ACKLIN, Cornelia; WO2010/15985; (2010); A1;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem