1-(6-benzyl-3,3-dimethyl-2,3-dihydro-pyrrolo[3,2-c]-pyridin-1-yl)-2-((2R,5R)-2-methoxymethyl-5-methyl-piperazin-1-yl)-ethanone hydrochloride

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Chemical Name:1-(6-benzyl-3,3-dimethyl-2,3-dihydro-pyrrolo[3,2-c]-pyridin-1-yl)-2-((2R,5R)-2-methoxymethyl-5-methyl-piperazin-1-yl)-ethanone hydrochloride
CAS No.:1403896-55-8
Molecular Formula:C₂₅H₃₄N₄O₂*ClH
Molecular Weight:459.031
Hs Code.:

Synonyms:1-(6-benzyl-3,3-dimethyl-2,3-dihydro-pyrrolo[3,2-c]-pyridin-1-yl)-2-((2R,5R)-2-methoxymethyl-5-methyl-piperazin-1-yl)-ethanone hydrochloride

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Chemical Property of 1-(6-benzyl-3,3-dimethyl-2,3-dihydro-pyrrolo[3,2-c]-pyridin-1-yl)-2-((2R,5R)-2-methoxymethyl-5-methyl-piperazin-1-yl)-ethanone hydrochloride

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Technology Process of 1-(6-benzyl-3,3-dimethyl-2,3-dihydro-pyrrolo[3,2-c]-pyridin-1-yl)-2-((2R,5R)-2-methoxymethyl-5-methyl-piperazin-1-yl)-ethanone hydrochloride

There total 12 articles about 1-(6-benzyl-3,3-dimethyl-2,3-dihydro-pyrrolo[3,2-c]-pyridin-1-yl)-2-((2R,5R)-2-methoxymethyl-5-methyl-piperazin-1-yl)-ethanone 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:

: 1403900-65-1
(2R,5R)-4-[2-(6-benzyl-3,3-dimethyl-2,3-dihydro-pyrrolo-[3,2-c]pyridin-1-yl)-2-oxo-ethyl]-5-methoxymethyl-2-methyl-piperazine-1-carboxylic acid tert-butyl ester

: 1403896-55-8
1-(6-benzyl-3,3-dimethyl-2,3-dihydro-pyrrolo[3,2-c]-pyridin-1-yl)-2-((2R,5R)-2-methoxymethyl-5-methyl-piperazin-1-yl)-ethanone hydrochloride

Guidance literature:: With hydrogenchloride; methanol; at 20 - 40 ℃; for 4.5h;

Reference yield:

: 6-chloro-3,3-dimethyl-1-(2-trimethylsilanyl-ethoxymethyl)-1,3-dihydro-pyrrolo[3,2-c]pyridin-2-one

: 1403896-55-8
1-(6-benzyl-3,3-dimethyl-2,3-dihydro-pyrrolo[3,2-c]-pyridin-1-yl)-2-((2R,5R)-2-methoxymethyl-5-methyl-piperazin-1-yl)-ethanone hydrochloride

Guidance literature:: Multi-step reaction with 5 steps

1: trifluoroacetic acid / dichloromethane / 1 h / 20 °C

2: dimethylsulfide borane complex / tetrahydrofuran / 3 h / 65 °C

3: triethylamine; bromo-tris(1-pyrrolidinyl)phosphonium hexafluorophosphate / dichloromethane / 18 h / 20 °C

4: lithium bromide; dichloro-[1,3-bis(2,6-diisopropylpenyl)-2-imidazolidinyliden]-(3-chloropyridyl)palladium(II); 1-methyl-pyrrolidin-2-one / tetrahydrofuran / 0.5 h / 20 °C / Inert atmosphere

5: hydrogenchloride / 18 h / 20 °C

With 1-methyl-pyrrolidin-2-one; hydrogenchloride; dichloro-[1,3-bis(2,6-diisopropylpenyl)-2-imidazolidinyliden]-(3-chloropyridyl)palladium(II); dimethylsulfide borane complex; triethylamine; bromo-tris(1-pyrrolidinyl)phosphonium hexafluorophosphate; trifluoroacetic acid; lithium bromide; In tetrahydrofuran; dichloromethane;
DOI:10.1021/acs.jmedchem.5b00706

Reference yield:

: 1403898-71-4
(2R,5R)-2-methoxymethyl-5-methyl-piperazine-1,4-dicarboxylic acid 1-benzyl ester 4-tertbutylester

: 1403896-55-8
1-(6-benzyl-3,3-dimethyl-2,3-dihydro-pyrrolo[3,2-c]-pyridin-1-yl)-2-((2R,5R)-2-methoxymethyl-5-methyl-piperazin-1-yl)-ethanone hydrochloride

Guidance literature:: Multi-step reaction with 6 steps

1: hydrogen; palladium 10% on activated carbon / methanol / 3 h / 20 °C / 750.08 Torr

2: potassium carbonate / acetonitrile / 18 h / 20 °C

3: hydrogen; palladium 10% on activated carbon / methanol / 3 h / 20 °C / 750.08 Torr

4: triethylamine; bromo-tris(1-pyrrolidinyl)phosphonium hexafluorophosphate / dichloromethane / 18 h / 20 °C

5: lithium bromide; dichloro-[1,3-bis(2,6-diisopropylpenyl)-2-imidazolidinyliden]-(3-chloropyridyl)palladium(II); 1-methyl-pyrrolidin-2-one / tetrahydrofuran / 0.5 h / 20 °C / Inert atmosphere

6: hydrogenchloride / 18 h / 20 °C

With 1-methyl-pyrrolidin-2-one; hydrogenchloride; dichloro-[1,3-bis(2,6-diisopropylpenyl)-2-imidazolidinyliden]-(3-chloropyridyl)palladium(II); palladium 10% on activated carbon; hydrogen; potassium carbonate; triethylamine; bromo-tris(1-pyrrolidinyl)phosphonium hexafluorophosphate; lithium bromide; In tetrahydrofuran; methanol; dichloromethane; acetonitrile;
DOI:10.1021/acs.jmedchem.5b00706