Derivatives of naftifine hydrochloride as well as preparation method and application thereof
A technology of drugs and compounds, applied in the field of preparation of naftifine hydrochloride and its derivatives, can solve the problems of increasing bacterial resistance, increasing bacterial virulence, etc.
- Summary
- Abstract
- Description
- Claims
- Application Information
AI Technical Summary
Problems solved by technology
Method used
Image
Examples
preparation example Construction
[0121] The preparation method of the compound of formula I of the present invention or its pharmaceutically acceptable salt, comprises the following steps:
[0122]
[0123] (a) compound of formula II reacts with compound of formula III to generate compound of formula I; and optionally
[0124]
[0125] (b) the step of generating the hydrochloride salt of the compound of formula I from the compound of formula I,
[0126] In each formula, Ar is a C6-C10 aryl group, a C6-C10 aryl group substituted by a C1-C6 alkyl group.
[0127] In another preferred example, Ar is phenyl, naphthyl, or phenyl substituted by C1-C6 alkyl.
[0128] In another preferred embodiment, Ar is Among them, R 1 , R 2 independently C1-C6 alkyl or hydrogen; or R 1 , R 2 Together with adjacent carbon atoms, they form a C6-C10 aryl group.
[0129] In another preferred example, R 1 is hydrogen, methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, sec-butyl or tert-butyl, R 2 for hydrogen.
[0...
Embodiment 1
[0173] Embodiment 1N-methyl-naphthalene-1-methylamine (intermediate II)
[0174]
[0175] 10 ml of 20% methylamine aqueous solution was dissolved in 20 ml of tetrahydrofuran, and then a solution of 3 g of 1-(chloromethyl)naphthalene in 10 ml of tetrahydrofuran was slowly added dropwise to the reaction system, and reacted overnight at room temperature. After the reaction was completed, it was concentrated, and column chromatography gave the title compound (Intermediate II), 2.2 g of a yellow oil, with a yield of 75%.
[0176] 1 H-NMR (400MHz, acetone) δ8.23 (d, J = 7.9Hz, 1H), 7.90 (d, J = 8.0Hz, 1H), 7.80 (d, J = 8.2Hz, 1H), 7.48 (ddd, J=22.4,14.0,7.1Hz,4H),4.17(s,2H),2.46(s,3H).
Embodiment 2
[0177] Example 2 Preparation of (E)-3-(4-methylphenyl)-prop-2-en-1-ol (intermediate IV-1).
[0178]
[0179] 100 mg of (E)-3-(4-methylphenyl)-acrolein was dissolved in 10 ml of methanol, and 26 mg of sodium borohydride was added in batches under ice cooling, and reacted at room temperature for 15 minutes. After concentration, water was added to the residue, extracted three times with ethyl acetate, washed with saturated brine, dried over anhydrous magnesium sulfate, filtered, and concentrated to obtain 99 mg of the title compound as an oil, with a yield of 98%. Directly cast the next reaction.
PUM
Login to View More Abstract
Description
Claims
Application Information
Login to View More 
PatSnap Eureka turns technology decisions into work you can execute. Powered by our Innovation Knowledge Graph, it runs expert workflows across engineering, life sciences, materials and intellectual property. Get your review-ready output in minutes.
