# US 12,600,718 B2 · Method for preparing compound as PI3K inhibitor and intermediate compound for preparing same > Agents: this data is available as JSON from the patentgrep API and MCP server — see https://patentgrep.com/llms.txt - Number: US 12,600,718 B2 - Document ID: US12600718B2 - Status: Granted - Kind: B2 - Application number: 18/013,801 - Filed: 2021-06-29 - Published: 2023-09-21 - Granted: 2026-04-14 - Earliest claimed: 2020-06-30 - Assignees: Boryung Corporation - Applicants: Boryung Corporation - Inventors: Yong Ho Sun; Ok Kyoung Choi; Joon Kwang Lee; Ji Han Kim - Web page: https://patentgrep.com/patent/US12600718B2 ## CPC - C07D 471/04: Ortho-condensed systems - C07D 401/12: linked by a chain containing hetero atoms as chain links - C07D: HETEROCYCLIC COMPOUNDS (macromolecular compounds C08) ## Abstract The present invention provides a method for preparing a compound as a PI3K inhibitor with reduced process steps, including a process that has a shortened reaction time in the preparation of the compound as a PI3K inhibitor, and enabling reaction in mild conditions. Accordingly, the present invention provides a method for preparing a compound as a PI3K inhibitor, which is easy in process management and industrial mass-production while achieving process simplification, compared to existing known preparation methods. ## Claims ### Claim 1 A method for preparing a compound of formula 7, the method comprising: (S1) preparing a compound of formula 5 from a compound of formula 4; (S2) reacting the compound of formula 5 with dimethylformamide-dimethylacetal to prepare a compound of formula 6; and (S3) subjecting the compound of formula 6 to a cyclization reaction to prepare the compound of formula 7: wherein in above formulas 4 to 7, X1, X2 and X4 are each independently a halogen atom, and in above formula 6, any one of R1 and R2 is a hydrogen atom and other is dimethylamine, and wherein above (S2) is performed in a polar aprotic solvent. ### Claim 2 (depends on 1) The method of claim 1, further comprising: (S1-1) subjecting a compound of formula 3 to a halogenation reaction to prepare the compound of formula 4: wherein in above formula 3, X1 and X2 are each independently same as defined in above formulas 4 to 7. ### Claim 3 (depends on 2) The method of claim 2, further comprising: (S1-2) reacting a compound of formula 1 with a compound of formula 2 to prepare the compound of above formula 3: wherein in above formulas 1 and 2, X1 and X2 are each independently same as defined in above formulas 4 to 7, and in above formula 2, X3 is a halogen atom. ### Claim 4 (depends on 1) The method of claim 1, wherein above (S1) is performed under a basic condition. ### Claim 5 (depends on 1) The method of claim 1, wherein above (S1) is performed in a polar aprotic solvent. ### Claim 6 (depends on 2) The method of claim 2, wherein above (S1-1) is reacting the compound of above formula 3 with N-chlorosuccinimide to perform a chlorination reaction. ### Claim 7 (depends on 1) The method of claim 1, wherein above (S1) comprises reacting the compound of above formula 4 with ammonium hydroxide to produce a crude product of formula 5. ### Claim 8 (depends on 7) The method of claim 7, wherein above (S1) comprises purifying the crude product. ### Claim 9 (depends on 8) The method of claim 8, wherein the purifying of the crude product uses at least one solvent selected from the group consisting of ethanol, isopropyl alcohol, and acetone, as a purification solvent. ### Claim 10 (depends on 8) The method of claim 8, wherein in the purifying of the crude product, isopropyl alcohol is used as the purification solvent. ### Claim 11 (depends on 1) The method of claim 1, wherein in above (S3), the cyclization reaction comprises reacting the compound of above formula 6 with a base and adding an acid. ### Claim 12 (depends on 11) The method of claim 11, wherein the base is a tert-butoxide salt. ### Claim 13 (depends on 11) The method of claim 11, wherein the acid is acetic acid or hydrochloric acid. ### Claim 14 A method for preparing a compound of formula 6, the method comprising: reacting a compound of formula 5 with dimethylformamide-dimethylacetal in a polar aprotic solvent: wherein in above formulas 5 and 6, X1 and X4 are each independently a halogen atom, and in above formula 6, any one of R1 and R2 is a hydrogen atom and other is dimethylamine. ### Claim 15 A method for preparing a compound of formula 7, the method comprising: subjecting a compound of formula 6 to a cyclization reaction: wherein in above formulas 6 and 7, X1 and X4 are each independently a halogen atom, and in above formula 6, any one of R1 and R2 is a hydrogen atom and other is dimethylamine. ### Claim 16 A compound represented by formula 6 below: wherein in above formula 6, X1 and X4 are each independently a halogen atom, and any one of R1 and R2 is a hydrogen atom and other is dimethylamine. ### Claim 17 (depends on 1) The method of claim 1, wherein in above (S2), the polar aprotic solvent is dichloromethane.