5-{2,4-dihydroxy-6-[4-(propan-2-ylamino)phenoxy]phenyl}-N-(1-methylpiperidin-4-yl)isoxazole-3-carboxamide

Base Information

Chemical Name:5-{2,4-dihydroxy-6-[4-(propan-2-ylamino)phenoxy]phenyl}-N-(1-methylpiperidin-4-yl)isoxazole-3-carboxamide
CAS No.:1253585-28-2
Molecular Formula:C₂₅H₃₀N₄O₅
Molecular Weight:466.537
Hs Code.:

Synonyms:5-{2,4-dihydroxy-6-[4-(propan-2-ylamino)phenoxy]phenyl}-N-(1-methylpiperidin-4-yl)isoxazole-3-carboxamide

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Chemical Property of 5-{2,4-dihydroxy-6-[4-(propan-2-ylamino)phenoxy]phenyl}-N-(1-methylpiperidin-4-yl)isoxazole-3-carboxamide

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Technology Process of 5-{2,4-dihydroxy-6-[4-(propan-2-ylamino)phenoxy]phenyl}-N-(1-methylpiperidin-4-yl)isoxazole-3-carboxamide

There total 9 articles about 5-{2,4-dihydroxy-6-[4-(propan-2-ylamino)phenoxy]phenyl}-N-(1-methylpiperidin-4-yl)isoxazole-3-carboxamide which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 56.0%

: 1253585-28-2
5-{2,4-dihydroxy-6-[4-(propan-2-ylamino)phenoxy]phenyl}-N-(1-methylpiperidin-4-yl)isoxazole-3-carboxamide

Guidance literature:

Reference yield:

: 5-{2,4-bis(methoxymethoxy)-6-[4-(propan-2-ylamino)phenoxy]phenyl}-N-(1-methylpiperidin-4-yl)isoxazole-3-carboxamide

: 1253585-28-2
5-{2,4-dihydroxy-6-[4-(propan-2-ylamino)phenoxy]phenyl}-N-(1-methylpiperidin-4-yl)isoxazole-3-carboxamide

Guidance literature:: With hydrogenchloride; ethanol; In 1,4-dioxane; at 20 ℃;
DOI:10.1016/j.bmc.2013.09.018

Reference yield:

: 480-66-0,67471-34-5
2,4,6-trihydroxyacetophenone

: 1253585-28-2
5-{2,4-dihydroxy-6-[4-(propan-2-ylamino)phenoxy]phenyl}-N-(1-methylpiperidin-4-yl)isoxazole-3-carboxamide

Guidance literature:: Multi-step reaction with 8 steps

1.1: zinc dibromide; acetyl chloride / dichloromethane / 3.5 h / 20 - 30 °C

1.2: 5 - 10 °C

2.1: potassium carbonate / dimethyl sulfoxide; water / 6.4 h / 20 - 55 °C

3.1: sodium t-butanolate / tetrahydrofuran / 3 h / -10 - 20 °C

4.1: sodium acetate; hydroxylamine hydrochloride / ethanol; tetrahydrofuran / 2 h / 20 °C

4.2: 24 h / pH 2

5.1: dichloromethane / 9 h / 80 °C

6.1: zinc; ammonium chloride / water; 1,4-dioxane / 3 h / 100 °C

7.1: tetramethylammonium triacetoxyborohydride; acetic acid / N,N-dimethyl-formamide / 1 h / 20 °C

8.1: hydrogenchloride; ethanol / 1,4-dioxane / 20 °C

With hydrogenchloride; ethanol; hydroxylamine hydrochloride; sodium acetate; potassium carbonate; ammonium chloride; acetic acid; acetyl chloride; zinc dibromide; tetramethylammonium triacetoxyborohydride; sodium t-butanolate; zinc; In tetrahydrofuran; 1,4-dioxane; ethanol; dichloromethane; water; dimethyl sulfoxide; N,N-dimethyl-formamide;
DOI:10.1016/j.bmc.2013.09.018