N-{4-[2-chloro-4-(5-propyl-1,2-oxazol-3-yl)phenoxy]-3-methoxybenzyl}-5-methyl-1,2-oxazole-3-carboxamide

Base Information

• Chemical Name: N-{4-[2-chloro-4-(5-propyl-1,2-oxazol-3-yl)phenoxy]-3-methoxybenzyl}-5-methyl-1,2-oxazole-3-carboxamide
• CAS No.: 1438425-48-9
• Molecular Formula: C₂₅H₂₄ClN₃O₅
• Molecular Weight: 481.936

Synonyms:N-{4-[2-chloro-4-(5-propyl-1,2-oxazol-3-yl)phenoxy]-3-methoxybenzyl}-5-methyl-1,2-oxazole-3-carboxamide

Chemical Property of N-{4-[2-chloro-4-(5-propyl-1,2-oxazol-3-yl)phenoxy]-3-methoxybenzyl}-5-methyl-1,2-oxazole-3-carboxamide

Chemical Property:

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Technology Process of N-{4-[2-chloro-4-(5-propyl-1,2-oxazol-3-yl)phenoxy]-3-methoxybenzyl}-5-methyl-1,2-oxazole-3-carboxamide

There total 7 articles about N-{4-[2-chloro-4-(5-propyl-1,2-oxazol-3-yl)phenoxy]-3-methoxybenzyl}-5-methyl-1,2-oxazole-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:

5-methylisoxazole 3-carboxylic acid (3405-77-4) + 1-{4-[2-chloro-4-(5-propyl-1,2-oxazol-3-yl)phenoxy]-3-methoxyphenyl}methanamine (1438425-47-8) → N-{4-[2-chloro-4-(5-propyl-1,2-oxazol-3-yl)phenoxy]-3-methoxybenzyl}-5-methyl-1,2-oxazole-3-carboxamide (1438425-48-9)

Guidance literature:

5-methylisoxazole 3-carboxylic acid; With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; at 20 ℃; for 0.166667h; Inert atmosphere;

1-{4-[2-chloro-4-(5-propyl-1,2-oxazol-3-yl)phenoxy]-3-methoxyphenyl}methanamine; With triethylamine; In dichloromethane; at 20 ℃; for 17h; Inert atmosphere;

DOI:10.1016/j.bmcl.2013.04.035

Reference yield:

3-chloro-4-(4-cyano-2-methoxyphenoxy)-N-hydroxybenzenecarboximidoyl chloride (1438425-42-3) → N-{4-[2-chloro-4-(5-propyl-1,2-oxazol-3-yl)phenoxy]-3-methoxybenzyl}-5-methyl-1,2-oxazole-3-carboxamide (1438425-48-9)

Guidance literature:

Multi-step reaction with 3 steps

1.1: sodium L-ascorbate; copper(ll) sulfate pentahydrate; potassium hydrogencarbonate / water; tert-butyl alcohol / 1 h / 20 °C

2.1: lithium aluminium tetrahydride / diethyl ether / 2.5 h / -78 - 0 °C / Inert atmosphere

3.1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 0.17 h / 20 °C / Inert atmosphere

3.2: 17 h / 20 °C / Inert atmosphere

With lithium aluminium tetrahydride; copper(ll) sulfate pentahydrate; benzotriazol-1-ol; potassium hydrogencarbonate; sodium L-ascorbate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In diethyl ether; dichloromethane; water; tert-butyl alcohol;

DOI:10.1016/j.bmcl.2013.04.035

Reference yield:

4-[2-chloro-4-(5-propyl-1,2-oxazol-3-yl)phenoxy]-3-methoxybenzonitrile (1438425-44-5) → N-{4-[2-chloro-4-(5-propyl-1,2-oxazol-3-yl)phenoxy]-3-methoxybenzyl}-5-methyl-1,2-oxazole-3-carboxamide (1438425-48-9)

Guidance literature:

Multi-step reaction with 2 steps

1.1: lithium aluminium tetrahydride / diethyl ether / 2.5 h / -78 - 0 °C / Inert atmosphere

2.1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 0.17 h / 20 °C / Inert atmosphere

2.2: 17 h / 20 °C / Inert atmosphere

With lithium aluminium tetrahydride; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In diethyl ether; dichloromethane;

DOI:10.1016/j.bmcl.2013.04.035

upstream raw materials:

5-methylisoxazole 3-carboxylic acid

1-{4-[2-chloro-4-(5-propyl-1,2-oxazol-3-yl)phenoxy]-3-methoxyphenyl}methanamine

3-methoxy-4-hydroxybenzonitrile

3-Chloro-4-fluorobenzaldehyde

Downstream raw materials:

N-{4-[2-chloro-4-(5-propyl-1,2-oxazol-3-yl)phenoxy]-3-hydroxybenzyl}-5-methyl-1,2-oxazole-3-carboxamide

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