2-chloro-1-[6-(4-fluoro-benzyl)-3,3-dimethyl-2,3-dihydro-pyrrolo[3,2-b]pyridin-1-yl]-ethanone

Base Information

Chemical Name:2-chloro-1-[6-(4-fluoro-benzyl)-3,3-dimethyl-2,3-dihydro-pyrrolo[3,2-b]pyridin-1-yl]-ethanone
CAS No.:1404048-75-4
Molecular Formula:C₁₈H₁₈ClFN₂O
Molecular Weight:332.805
Hs Code.:

Synonyms:2-chloro-1-[6-(4-fluoro-benzyl)-3,3-dimethyl-2,3-dihydro-pyrrolo[3,2-b]pyridin-1-yl]-ethanone

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Chemical Property of 2-chloro-1-[6-(4-fluoro-benzyl)-3,3-dimethyl-2,3-dihydro-pyrrolo[3,2-b]pyridin-1-yl]-ethanone

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Technology Process of 2-chloro-1-[6-(4-fluoro-benzyl)-3,3-dimethyl-2,3-dihydro-pyrrolo[3,2-b]pyridin-1-yl]-ethanone

There total 4 articles about 2-chloro-1-[6-(4-fluoro-benzyl)-3,3-dimethyl-2,3-dihydro-pyrrolo[3,2-b]pyridin-1-yl]-ethanone 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:

: 1403903-10-5
6-(4-fluoro-benzyl)-3,3-dimethyl-2,3-dihydro-pyrrolo[3,2-b]pyridine-1-carboxylic acid tert-butyl ester

: 1404048-75-4
2-chloro-1-[6-(4-fluoro-benzyl)-3,3-dimethyl-2,3-dihydro-pyrrolo[3,2-b]pyridin-1-yl]-ethanone

Guidance literature:: Multi-step reaction with 2 steps

1: hydrogenchloride / water; methanol / 20 h / 20 - 50 °C

2: acetonitrile / 5 °C

With hydrogenchloride; In methanol; water; acetonitrile;
DOI:10.1021/acs.jmedchem.8b00900

Reference yield:

: 1403901-49-4
6-bromo-3,3-dimethyl-2,3-dihydro-pyrrolo[3,2-b]pyridine-1-carboxylic acid tert-butyl ester

: 1404048-75-4
2-chloro-1-[6-(4-fluoro-benzyl)-3,3-dimethyl-2,3-dihydro-pyrrolo[3,2-b]pyridin-1-yl]-ethanone

Guidance literature:: Multi-step reaction with 3 steps

1: lithium bromide; [1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene](3-chloropyridyl)palladium(ll) dichloride / 1-methyl-pyrrolidin-2-one; tetrahydrofuran / 3 h / 20 °C / Inert atmosphere

2: hydrogenchloride / water; methanol / 20 h / 20 - 50 °C

3: acetonitrile / 5 °C

With hydrogenchloride; [1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene](3-chloropyridyl)palladium(ll) dichloride; lithium bromide; In tetrahydrofuran; 1-methyl-pyrrolidin-2-one; methanol; water; acetonitrile; 1: |Negishi Coupling;
DOI:10.1021/acs.jmedchem.8b00900

Reference yield:

: 312693-07-5
4-fluorobenzylzinc chloride

: 1404048-75-4
2-chloro-1-[6-(4-fluoro-benzyl)-3,3-dimethyl-2,3-dihydro-pyrrolo[3,2-b]pyridin-1-yl]-ethanone

Guidance literature:: Multi-step reaction with 3 steps

1: lithium bromide; [1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene](3-chloropyridyl)palladium(ll) dichloride / 1-methyl-pyrrolidin-2-one; tetrahydrofuran / 3 h / 20 °C / Inert atmosphere

2: hydrogenchloride / water; methanol / 20 h / 20 - 50 °C

3: acetonitrile / 5 °C

With hydrogenchloride; [1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene](3-chloropyridyl)palladium(ll) dichloride; lithium bromide; In tetrahydrofuran; 1-methyl-pyrrolidin-2-one; methanol; water; acetonitrile; 1: |Negishi Coupling;
DOI:10.1021/acs.jmedchem.8b00900