(S)-N-(2-(2-cyanopyrrolidin-1-yl)-2-oxoethyl)-2-(4-fluorophenyl)-3H-imidazo[4,5-b]pyridine-7-carboxamide

Base Information

Chemical Name:(S)-N-(2-(2-cyanopyrrolidin-1-yl)-2-oxoethyl)-2-(4-fluorophenyl)-3H-imidazo[4,5-b]pyridine-7-carboxamide
CAS No.:1584652-25-4
Molecular Formula:C₂₀H₁₇FN₆O₂
Molecular Weight:392.392
Hs Code.:

Synonyms:(S)-N-(2-(2-cyanopyrrolidin-1-yl)-2-oxoethyl)-2-(4-fluorophenyl)-3H-imidazo[4,5-b]pyridine-7-carboxamide

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Chemical Property of (S)-N-(2-(2-cyanopyrrolidin-1-yl)-2-oxoethyl)-2-(4-fluorophenyl)-3H-imidazo[4,5-b]pyridine-7-carboxamide

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Technology Process of (S)-N-(2-(2-cyanopyrrolidin-1-yl)-2-oxoethyl)-2-(4-fluorophenyl)-3H-imidazo[4,5-b]pyridine-7-carboxamide

There total 5 articles about (S)-N-(2-(2-cyanopyrrolidin-1-yl)-2-oxoethyl)-2-(4-fluorophenyl)-3H-imidazo[4,5-b]pyridine-7-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: 58.0%

: 2-(4-fluorophenyl)-3H-imidazo[4,5-b]pyridine-7-carboxylic acid

: 1428264-81-6
(S)-1-(2-aminoacetyl)pyrrolidine-2-carbonitrile 4-methylbenzenesulfonate

: 1584652-25-4
(S)-N-(2-(2-cyanopyrrolidin-1-yl)-2-oxoethyl)-2-(4-fluorophenyl)-3H-imidazo[4,5-b]pyridine-7-carboxamide

Guidance literature:: 2-(4-fluorophenyl)-3H-imidazo[4,5-b]pyridine-7-carboxylic acid; With N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; In N,N-dimethyl-formamide; for 0.25h;

(S)-1-(2-aminoacetyl)pyrrolidine-2-carbonitrile 4-methylbenzenesulfonate; In N,N-dimethyl-formamide; at 20 ℃;
DOI:10.1021/jm500031w

Reference yield:

: 6635-86-5,67476-70-4
2-amino-4-methyl-3-nitropyridine

: 1584652-25-4
(S)-N-(2-(2-cyanopyrrolidin-1-yl)-2-oxoethyl)-2-(4-fluorophenyl)-3H-imidazo[4,5-b]pyridine-7-carboxamide

Guidance literature:: Multi-step reaction with 4 steps

1.1: sodium dithionite / ethanol; water / 24 h / 70 °C

2.1: pyridine; selenium(IV) oxide / 3 h / 110 °C

2.2: 5 h / Reflux

3.1: lithium hydroxide / tetrahydrofuran; water / 18 h / 60 °C

3.2: pH 3 - 4 / Acidic conditions

4.1: N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 0.25 h

4.2: 20 °C

With pyridine; selenium(IV) oxide; sodium dithionite; N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; lithium hydroxide; In tetrahydrofuran; ethanol; water; N,N-dimethyl-formamide;
DOI:10.1021/jm500031w

Reference yield:

: 845960-13-6
2-(4-fluorophenyl)-7-methyl-3H-imidazo[4,5-b]pyridine

: 1584652-25-4
(S)-N-(2-(2-cyanopyrrolidin-1-yl)-2-oxoethyl)-2-(4-fluorophenyl)-3H-imidazo[4,5-b]pyridine-7-carboxamide

Guidance literature:: Multi-step reaction with 3 steps

1.1: pyridine; selenium(IV) oxide / 3 h / 110 °C

1.2: 5 h / Reflux

2.1: lithium hydroxide / tetrahydrofuran; water / 18 h / 60 °C

2.2: pH 3 - 4 / Acidic conditions

3.1: N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 0.25 h

3.2: 20 °C

With pyridine; selenium(IV) oxide; N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; lithium hydroxide; In tetrahydrofuran; water; N,N-dimethyl-formamide;
DOI:10.1021/jm500031w