The preparation method of 5-benzyloxy-2-(4-benzyloxyphenyl)-3-methyl-1h-indole

Abstract

The invention discloses a preparation method for 5-benzyloxy-2-(4-benzyloxyphenyl)-3-methyl-1H-indole as shown in the specification. The preparation method comprises the following steps: (1) subjecting a compound II and a compound III to a condensation reaction in an alcohol solvent under the action of alkali; and (2) mixing a reaction solution obtained in the step (1) with protonic acid and carrying out Bischler-Mohlau indole cyclization. Compared with the prior art, the invention has the following advantages: the condensation reaction in the first step and Bischler-Mohlau indole cyclization at the second step are integrated into a one-pot reaction, so operation is simple and convenient; a reaction product I is directly precipitated from the reaction solvent, so reaction post-treatment is substantially simplified, and high purity and high reaction yield are realized; and the method is applicable to enlarged production.

Description

technical field

[0001] The invention relates to a preparation method of 5-benzyloxy-2-(4-benzyloxyphenyl)-3-methyl-1H-indole. Background technique

[0002] Bazedoxifene, developed by Wyeth, is a new generation of SERM (selective estrogen receptor modulator), which can competitively inhibit the binding of 17β-estradiol to ERα and ERβ, and is used alone for human breast cancer The cell line has no agonist activity. Preclinical tests show that it is superior to raloxifene (second generation SERM) and lasofoxifene (third generation SERM) in improving uterine properties among similar products, and the vasomotor instability model Tests have shown that it has little side effects on the central nervous system, and it is a relatively effective agonist in activating the hepatic lipase promoter, while raloxifene is ineffective. When combined with raloxifene, it can Inhibiting the stimulating effect of raloxifene on the uterus of rodents, it can be seen that the effects of the two on ...

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