(3R,4S)-N-[3-bromo-5-(3-methoxypropyl)-4-methylbenzyl]-N-cyclopropyl-4-(1-methyl-2-oxo-1,2-dihydropyridin-4-yl)-piperidine-3-carboxamide hydrochloride

Base Information

Chemical Name:(3R,4S)-N-[3-bromo-5-(3-methoxypropyl)-4-methylbenzyl]-N-cyclopropyl-4-(1-methyl-2-oxo-1,2-dihydropyridin-4-yl)-piperidine-3-carboxamide hydrochloride
CAS No.:1312350-32-5
Molecular Formula:C₂₇H₃₆BrN₃O₃*ClH
Molecular Weight:566.966
Hs Code.:

(3R,4S)-N-[3-bromo-5-(3-methoxypropyl)-4-methylbenzyl]-N-cyclopropyl-4-(1-methyl-2-oxo-1,2-dihydropyridin-4-yl)-piperidine-3-carboxamide hydrochloride

Synonyms:(3R,4S)-N-[3-bromo-5-(3-methoxypropyl)-4-methylbenzyl]-N-cyclopropyl-4-(1-methyl-2-oxo-1,2-dihydropyridin-4-yl)-piperidine-3-carboxamide hydrochloride

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Chemical Property of (3R,4S)-N-[3-bromo-5-(3-methoxypropyl)-4-methylbenzyl]-N-cyclopropyl-4-(1-methyl-2-oxo-1,2-dihydropyridin-4-yl)-piperidine-3-carboxamide hydrochloride

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Technology Process of (3R,4S)-N-[3-bromo-5-(3-methoxypropyl)-4-methylbenzyl]-N-cyclopropyl-4-(1-methyl-2-oxo-1,2-dihydropyridin-4-yl)-piperidine-3-carboxamide hydrochloride

There total 28 articles about (3R,4S)-N-[3-bromo-5-(3-methoxypropyl)-4-methylbenzyl]-N-cyclopropyl-4-(1-methyl-2-oxo-1,2-dihydropyridin-4-yl)-piperidine-3-carboxamide hydrochloride 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: 95.0%

: 1312350-29-0
(3R,4S)-N-[3-bromo-5-(3-methoxypropyl)-4-methylbenzyl]-N-cyclopropyl-4-(1-methyl-2-oxo-1,2-dihydropyridin-4-yl)-piperidine-3-carboxamide

: 1312350-32-5
(3R,4S)-N-[3-bromo-5-(3-methoxypropyl)-4-methylbenzyl]-N-cyclopropyl-4-(1-methyl-2-oxo-1,2-dihydropyridin-4-yl)-piperidine-3-carboxamide hydrochloride

Guidance literature:: With hydrogenchloride; In diethyl ether; Isopropyl acetate; water; at -3.5 - 20 ℃; for 18h; Large scale reaction;
DOI:10.1021/op2001063

Reference yield:

: trans-1-(1,1-dimethylethyl) 3-ethyl 4-(1-methyl-2-oxo-1,2-dihydro-4-pyridinyl)-1,3-piperidinedicarboxylate

: 1312350-32-5
(3R,4S)-N-[3-bromo-5-(3-methoxypropyl)-4-methylbenzyl]-N-cyclopropyl-4-(1-methyl-2-oxo-1,2-dihydropyridin-4-yl)-piperidine-3-carboxamide hydrochloride

Guidance literature:: Multi-step reaction with 4 steps

1.1: water; sodium hydroxide / ethanol / 1 h / 70 °C / Large scale reaction

2.1: 1-methyl-1H-imidazole; p-toluenesulfonyl chloride / 2-methyltetrahydrofuran; acetonitrile / 1.33 h / -19.9 - -2.9 °C / Inert atmosphere; Large scale reaction

2.2: 3 - 20 °C / Inert atmosphere; Large scale reaction

3.1: phosphoric acid / 2-methyltetrahydrofuran; methanol; dichloromethane / 1.92 h / 15 - 34.3 °C / Inert atmosphere; Large scale reaction

3.2: 10 °C / pH 13 / Large scale reaction

4.1: hydrogenchloride / diethyl ether; Isopropyl acetate; water / 18 h / -3.5 - 20 °C / Large scale reaction

With 1-methyl-1H-imidazole; hydrogenchloride; phosphoric acid; water; p-toluenesulfonyl chloride; sodium hydroxide; In 2-methyltetrahydrofuran; methanol; diethyl ether; ethanol; dichloromethane; Isopropyl acetate; water; acetonitrile;
DOI:10.1021/op2001063

Reference yield:

: 1194488-90-8
4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-5,6-dihydro-2H-pyridine-1,3-dicarboxylic acid 1-tert-butyl ester 3-ethyl ester

: 1312350-32-5
(3R,4S)-N-[3-bromo-5-(3-methoxypropyl)-4-methylbenzyl]-N-cyclopropyl-4-(1-methyl-2-oxo-1,2-dihydropyridin-4-yl)-piperidine-3-carboxamide hydrochloride

Guidance literature:: Multi-step reaction with 11 steps

1.1: potassium phosphate; palladium diacetate; XPhos / 2-methyltetrahydrofuran; water / 1.33 h / 58 - 69 °C / Inert atmosphere; Large scale reaction

2.1: methanesulfonic acid / ethanol / 55 - 65 °C / Inert atmosphere; Large scale reaction

2.2: pH Ca_. 11 / Large scale reaction

2.3: 0.08 h / 52 °C / Large scale reaction

3.1: tetrafluoroboric acid diethyl ether; [bis(2-methylallyl)cycloocta-1,5-diene]ruthenium(II); SL-J₂₁₂-1; hydrogen / 2-methyltetrahydrofuran; dichloromethane / 5 h / 25 - 50 °C / 16274.9 - 18860.7 Torr / Inert atmosphere; Autoclave; Large scale reaction

4.1: magnesium hydroxide; water / N,N-dimethyl-formamide / 2 h / 98 °C / Large scale reaction

5.1: sodium ethanolate / ethanol / 1 h / 18 - 28 °C / Inert atmosphere; Large scale reaction

6.1: water / ethanol / 1.08 h / 24 - 29 °C / Large scale reaction

7.1: ethanol / 1.25 h / 22 - 29 °C / Large scale reaction

8.1: water; sodium hydroxide / ethanol / 1 h / 70 °C / Large scale reaction

9.1: 1-methyl-1H-imidazole; p-toluenesulfonyl chloride / 2-methyltetrahydrofuran; acetonitrile / 1.33 h / -19.9 - -2.9 °C / Inert atmosphere; Large scale reaction

9.2: 3 - 20 °C / Inert atmosphere; Large scale reaction

10.1: phosphoric acid / 2-methyltetrahydrofuran; methanol; dichloromethane / 1.92 h / 15 - 34.3 °C / Inert atmosphere; Large scale reaction

10.2: 10 °C / pH 13 / Large scale reaction

11.1: hydrogenchloride / diethyl ether; Isopropyl acetate; water / 18 h / -3.5 - 20 °C / Large scale reaction

With 1-methyl-1H-imidazole; hydrogenchloride; tetrafluoroboric acid diethyl ether; magnesium hydroxide; [bis(2-methylallyl)cycloocta-1,5-diene]ruthenium(II); potassium phosphate; methanesulfonic acid; SL-J₂₁₂-1; phosphoric acid; water; hydrogen; sodium ethanolate; palladium diacetate; p-toluenesulfonyl chloride; sodium hydroxide; XPhos; In 2-methyltetrahydrofuran; methanol; diethyl ether; ethanol; dichloromethane; Isopropyl acetate; water; N,N-dimethyl-formamide; acetonitrile; 1.1: Suzuki coupling;
DOI:10.1021/op2001063