benzyl 7-[1-(2-chloropyrimidin-4-yl)-4-ethoxycarbonylpiperidin-4-ylmethoxy]-1,2,3,4-tetrahydroisoquinolin-2-carboxylate

Base Information

Chemical Name:benzyl 7-[1-(2-chloropyrimidin-4-yl)-4-ethoxycarbonylpiperidin-4-ylmethoxy]-1,2,3,4-tetrahydroisoquinolin-2-carboxylate
CAS No.:247132-50-9
Molecular Formula:C₃₀H₃₃ClN₄O₅
Molecular Weight:565.069
Hs Code.:

Synonyms:benzyl 7-[1-(2-chloropyrimidin-4-yl)-4-ethoxycarbonylpiperidin-4-ylmethoxy]-1,2,3,4-tetrahydroisoquinolin-2-carboxylate

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Chemical Property of benzyl 7-[1-(2-chloropyrimidin-4-yl)-4-ethoxycarbonylpiperidin-4-ylmethoxy]-1,2,3,4-tetrahydroisoquinolin-2-carboxylate

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Technology Process of benzyl 7-[1-(2-chloropyrimidin-4-yl)-4-ethoxycarbonylpiperidin-4-ylmethoxy]-1,2,3,4-tetrahydroisoquinolin-2-carboxylate

There total 10 articles about benzyl 7-[1-(2-chloropyrimidin-4-yl)-4-ethoxycarbonylpiperidin-4-ylmethoxy]-1,2,3,4-tetrahydroisoquinolin-2-carboxylate 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: 47.0%

: 247132-47-4
7-(4-ethoxycarbonylpiperidin-4-ylmethoxy)-1,2,3,4-tetrahydroisoquinoline-2-carboxylic acid benzyl ester

: 3934-20-1
2,6-Dichloropyrimidine

: 247132-50-9
benzyl 7-[1-(2-chloropyrimidin-4-yl)-4-ethoxycarbonylpiperidin-4-ylmethoxy]-1,2,3,4-tetrahydroisoquinolin-2-carboxylate

Guidance literature:: With triethylamine; In ethanol; at 150 ℃; for 25h;
DOI:10.1021/jm058160e

Reference yield:

: 39989-39-4
7-methoxyisoquinoline

: 247132-50-9
benzyl 7-[1-(2-chloropyrimidin-4-yl)-4-ethoxycarbonylpiperidin-4-ylmethoxy]-1,2,3,4-tetrahydroisoquinolin-2-carboxylate

Guidance literature:: Multi-step reaction with 8 steps

1.1: H₂; AcOH / PtO₂ / 3 h / 2280 Torr

2.1: aq. HBr / 3 h / Heating

3.1: aq. NaOH / tetrahydrofuran / 20 °C

4.1: NaH / dimethylformamide / 0.5 h / 0 °C

4.2: 89 percent / dimethylformamide / 12 h / 20 °C

5.1: SO₂Cl₂ / CH₂Cl₂ / 1 h / 0 °C

6.1: LDA / tetrahydrofuran / 20 h / 20 °C

6.2: 48 percent / tetrahydrofuran / -70 - 20 °C

7.1: TFA / CHCl₃ / 1 h / 20 °C

8.1: 47 percent / Et₃N / ethanol / 25 h / 150 °C

With sodium hydroxide; sulfuryl dichloride; hydrogen bromide; hydrogen; sodium hydride; acetic acid; triethylamine; trifluoroacetic acid; lithium diisopropyl amide; platinum(IV) oxide; In tetrahydrofuran; ethanol; dichloromethane; chloroform; N,N-dimethyl-formamide;
DOI:10.1021/jm058160e

Reference yield:

: 247132-46-3
benzyl 7-(1-tert-butoxycarbonyl-4-ethoxycarbonylpiperidin-4-ylmethoxy)-1,2,3,4-tetrahydroisoquinolin-2-carboxylate

: 247132-50-9
benzyl 7-[1-(2-chloropyrimidin-4-yl)-4-ethoxycarbonylpiperidin-4-ylmethoxy]-1,2,3,4-tetrahydroisoquinolin-2-carboxylate

Guidance literature:: Multi-step reaction with 2 steps

1: TFA / CHCl₃ / 1 h / 20 °C

2: 47 percent / Et₃N / ethanol / 25 h / 150 °C

With triethylamine; trifluoroacetic acid; In ethanol; chloroform;
DOI:10.1021/jm058160e