N-(4-Chlorobenzyl)-7-[2-(diethylamino)ethyl]-2-(3-hydroxy-1-propynyl)-4-oxo-4,7-dihydrothieno[2,3-b]pyridine-5-carboxamide

Base Information

Chemical Name:N-(4-Chlorobenzyl)-7-[2-(diethylamino)ethyl]-2-(3-hydroxy-1-propynyl)-4-oxo-4,7-dihydrothieno[2,3-b]pyridine-5-carboxamide
CAS No.:292144-30-0
Molecular Formula:C₂₄H₂₆ClN₃O₃S
Molecular Weight:472.008
Hs Code.:

Synonyms:N-(4-Chlorobenzyl)-7-[2-(diethylamino)ethyl]-2-(3-hydroxy-1-propynyl)-4-oxo-4,7-dihydrothieno[2,3-b]pyridine-5-carboxamide

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of N-(4-Chlorobenzyl)-7-[2-(diethylamino)ethyl]-2-(3-hydroxy-1-propynyl)-4-oxo-4,7-dihydrothieno[2,3-b]pyridine-5-carboxamide

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Technology Process of N-(4-Chlorobenzyl)-7-[2-(diethylamino)ethyl]-2-(3-hydroxy-1-propynyl)-4-oxo-4,7-dihydrothieno[2,3-b]pyridine-5-carboxamide

There total 5 articles about N-(4-Chlorobenzyl)-7-[2-(diethylamino)ethyl]-2-(3-hydroxy-1-propynyl)-4-oxo-4,7-dihydrothieno[2,3-b]pyridine-5-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: 53.0%

: 292143-61-4,863101-96-6
N-((4-chlorophenyl)methyl)-4-hydroxy-2-(3-hydroxy-1-propynyl)thieno[2,3-b]pyridine-5-carboxamide

: 1069-72-3
2-bromo-N,N-diethylethanamine hydrobromide

: 292144-30-0
N-(4-Chlorobenzyl)-7-[2-(diethylamino)ethyl]-2-(3-hydroxy-1-propynyl)-4-oxo-4,7-dihydrothieno[2,3-b]pyridine-5-carboxamide

Guidance literature:: With potassium carbonate; In N,N-dimethyl-formamide; at 100 ℃; for 18h;
DOI:10.1021/jm050162b

Reference yield:

: 292143-49-8
N-(4-chlorobenzyl)-4-hydroxythieno[2,3-b]pyridine-5-carboxamide

: 292144-30-0
N-(4-Chlorobenzyl)-7-[2-(diethylamino)ethyl]-2-(3-hydroxy-1-propynyl)-4-oxo-4,7-dihydrothieno[2,3-b]pyridine-5-carboxamide

Guidance literature:: Multi-step reaction with 3 steps

1: 62 percent / sodium acetate; iodine monochloride / CHCl₃; methanol / 1 h / 20 °C

2: 20 percent / copper(I) iodide; PdCl₂(PPh₃)2; Et₂NH / 72 h / 20 °C

3: 53 percent / K₂CO₃ / dimethylformamide / 18 h / 100 °C

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; sodium acetate; Iodine monochloride; potassium carbonate; diethylamine; In methanol; chloroform; N,N-dimethyl-formamide; 2: Sonogashira coupling;
DOI:10.1021/jm050162b

Reference yield:

: 292143-52-3,863101-95-5
N-(4-chlorobenzyl)-4-hydroxy-2-iodothieno[2,3-b]pyridine-5-carboxamide

: 292144-30-0
N-(4-Chlorobenzyl)-7-[2-(diethylamino)ethyl]-2-(3-hydroxy-1-propynyl)-4-oxo-4,7-dihydrothieno[2,3-b]pyridine-5-carboxamide

Guidance literature:: Multi-step reaction with 2 steps

1: 20 percent / copper(I) iodide; PdCl₂(PPh₃)2; Et₂NH / 72 h / 20 °C

2: 53 percent / K₂CO₃ / dimethylformamide / 18 h / 100 °C

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; potassium carbonate; diethylamine; In N,N-dimethyl-formamide; 1: Sonogashira coupling;
DOI:10.1021/jm050162b