Electric Literature of 100510-65-4, These common heterocyclic compound, 100510-65-4, name is 6-Amino-3,3-dimethylindolin-2-one, 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.
To a’ -solution of 110 mg di-imidazol-1-yl-methanone and 6mg imidazole- in 2. ml tetrahydrofuran a solution of- 100 mg .6-amino-3,3-dimethyl-l, 3-dih’ydro-indol-2-one in. 1. mltetrahydrofuran was slowly added at 0C. After stirringat 0C’. for ‘3’0 minutes and 1 hour at room temperature 103mg . ” . 2-methyl-2-[(quinolin-4-ylmethyl)-amino]-propionicacid methyl ester were added and the reaction mixture was ,allowed to warm up to room temperature.. After 16 hours.stirring at .room ‘temperature the solution was heated for1 -hour -“at 70C.: After cooling to room temperature thesolvent of the mixture was removed .under reduced pressureand the residue was purified by preparative HPLC (C18reverse phase’?? column, ‘ elution ? with a water/ acetonitrile gradient with CL .%’? “trifluoroacetic acid). Lyop.hiliza.tion of the’-solution’yielded -a. white -solid, that was purified, .in addition.’by. flash chromatography on silica gel with a ‘d’ichloro-methane/methanol’ . gradient. The . fractions containing ‘the product? were’ combined and evaporated to yield ? – a . . white . solid.?Yield: 7.5 mg ‘ ?,?…M+H+ measured = ‘429 ‘1H-NMR (500 MHz’, ? DMSO/TMS).: d .= 10.50 (s, 1H) ; 8.87 (d,?1H); 8.25 (d, 1H) ; 8.09-(d, 1H) ; 7.82 (t, 1H) ; 7.70 (t,1H); 7.63 (d, 1H) ; 7.42 (d, IE).; 7.07 (d, 1H) ; 7.01 (s,1H); 5.14 (s, 2H); 1.43 (s, 6H); 1.29 (s, 6H)
The synthetic route of 100510-65-4 has been constantly updated, and we look forward to future research findings.
Reference:
Patent; AVENTIS PHARMA S.A.; WO2006/10642; (2006); A1;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem