Patent ID: 9102650
Filing Date: 2015-08-11
Classification: C07C,C07D,C07F

Abstract:
1. A method for producing a compound of Formula 19, comprising: contacting a ethyl propiolate with a lithium bromide base in the presence of HOAC in CH contacting a compound of Formula 3 with n-Buli bromocyclane in THF to obtain a compound of Formula 4; contacting the compound of Formula 4 with HZrCp contacting the compound of Formula 2 with the compound of Formula 4 in the presence of Pd(PPH contacting the compound of Formula 6 with DIBAL in DCM to obtain a compound of Formula 7; contacting the compound of Formula 7 with CBr contacting the compound of Formula 8 with P(OMe) contacting the compound of Formula 10 with acetyl chloride in MeOH under room temperature to obtain a compound of formula 11; contacting compound of Formula 11 with CDI in CH contacting the compound of Formula 12 with HCL in a mixture of Dioxane and water under a condition of refluxing to obtain a compound of Formula 13, wherein the volume ratio of Dioxane to water is about 3:1; contacting the compound of Formula 13 with Ph contacting the compound of Formula 14 with H contacting the compound of Formula 15 with DCC, and Cl contacting the compound of Formula 16 with Ph3P═CHCHO in DCM to obtain a compound of Formula 17; contacting the compound of Formula 17 with the compound of Formula 9 in the presence of LDA and HMPA in THF to obtain a compound of Formula 18; contacting the compound of Formula 18 with NaOH in MeOH to obtain the compound of Formula 19 wherein n is an integer between 1 to 5.