103146-25-4, Name is 4-(4-(Dimethylamino)-1-(4-fluorophenyl)-1-hydroxybutyl)-3-(hydroxymethyl)benzonitrile, 103146-25-4, belongs to nitriles-buliding-blocks compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows.
50 gm of 5-Cyano phthalide was stirred in 150 ml of THF at -5C. 227 gm of l-(4-fluorophenyl) magnesium bromide was added to the above solution and stirred for about 15 minutes at -5 0C. 324 gm of l-[3- (dimethylamino) propyl] magnesium chloride was added slowly to the reaction mass at -5 0C and then stirred for about 30 minutes at room temperature. The reaction mixture was quenched into cold water (650 ml). Reaction mixture pH was adjusted to about 2 with 36% aqueous HCl (94 ml) and washed the reaction mixture with toluene (2 X 150 ml). The aqueous layer was separated, toluene (300 ml) was added and pH was adjusted to about 7.5 with aqueous ammonia (45 ml). The organic layer was separated and aqueous layer was extracted with toluene (1 X 200 ml; IX 100 ml). Total organic layer was washed with water (1 X 250 ml) followed by salt solution (1 X 250 ml). The final organic layer was distilled completely under vacuum to get 76 gm of residue.The residue obtained above was charged in 150 ml of toluene, stirred at room temperature for about 1 hour. The solution was cooled to 10-150C and stirred for about 1 hour. The solid was filtered and washed with toluene. The wet solid was dried to get 55 gm of the title compound as crystalline Form S.The obtained product was analyzed by DSC and XRD, the results are as provided in Fig. 1 & 2 respectively.
Statistics shows that 4-(4-(Dimethylamino)-1-(4-fluorophenyl)-1-hydroxybutyl)-3-(hydroxymethyl)benzonitrile is playing an increasingly important role. we look forward to future research findings about 103146-25-4.
Reference:
Patent; SHODHANA LABORATORIES LIMITED; GIRIDHAR, Thota; SRINIVASULU, Gudipati; SRINIVASA RAO, Kotaru; WO2010/4575; (2010); A2;,
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