FIELD: chemical or physical processes.
SUBSTANCE: invention relates to a method of producing compound 2, having a structure presented below, which involves the following steps: step 1-1) selective debromination of 2,3-dihydrobenzofuran-7-amine as a starting material using a brominating reagent and obtaining 4,6-dibromo-2,3-dihydrobenzofuran-7-amine; step 1-2) introduction of 4,6-dibromo-2,3-dihydrobenzofuran-7-amine obtained at step 1-1) into Sandmeyer reaction for chlorination to obtain 4,6-dibromo-7-chloro-2,3-dihydrobenzofuran and step 2-1) selective debromination of 4,6-dibromo-7-chloro-2,3-dihydrobenzofuran obtained in step 1-2), using a strong base, and then reacting with 4-cyclopropylbenzaldehyde to obtain compound 2. Invention also relates to a method of producing compound 1.
EFFECT: method of producing intermediate compounds 1 and 2 with high output for producing an inhibitor of a sodium-dependent glucose cotransporter, characterized by mild synthesis conditions, fewer steps and availability of reagents.
17 cl, 6 ex
| Title | Year | Author | Number |
|---|---|---|---|
| METHOD FOR PRODUCING DEPHENYLMETHANE DERIVATIVE | 2017 |
|
RU2797392C2 |
| METHOD OF PRODUCING DEPHENYLMETHANE DERIVATIVE | 2023 |
|
RU2814846C1 |
| METHOD OF PRODUCING OPTICALLY ACTIVE AMINE DERIVATIVES | 2005 |
|
RU2385318C2 |
| INTERMEDIATE USED FOR SYNTHESIS OF SGLT INHIBITOR AND METHOD FOR PRODUCING SGLT INHIBITOR USING THIS INTERMEDIATE | 2021 |
|
RU2802443C1 |
| IMIDAZOLE DERIVATIVES | 1992 |
|
RU2014326C1 |
| AMINOCUMARAN DERIVATIVES OR SALTS THEREOF, METHODS OF PREPARATION THEREOF, COMPOSITION FOR INHIBITING FORMATION OF LIPOPEROXIDE | 1992 |
|
RU2087473C1 |
| NOVEL DUAL ACTING ATI AND ETA RECEPTOR ANTAGONISTS (DARA) | 2007 |
|
RU2425833C2 |
| METHOD FOR PRODUCING 4-ALKOXY-3-HYDROXYPICOLINIC ACIDS | 2017 |
|
RU2744834C2 |
| DIHYDROPTHERIDINONE DERIVATIVES, METHOD OF OBTAINING THEREOF AND PHARMACEUTICAL APPLICATION | 2010 |
|
RU2559881C2 |
| FUNGICIDE COMPOSITION | 0 |
|
SU1836016A3 |
