(2,4-bis(benzyloxy)-5-(1H-pyrrolo[3,2-b]pyridin-1-yl)phenyl)(isoindolin-2-yl)methanone

Base Information

Chemical Name:(2,4-bis(benzyloxy)-5-(1H-pyrrolo[3,2-b]pyridin-1-yl)phenyl)(isoindolin-2-yl)methanone
CAS No.:1609699-97-9
Molecular Formula:C₃₆H₂₉N₃O₃
Molecular Weight:551.645
Hs Code.:

Synonyms:(2,4-bis(benzyloxy)-5-(1H-pyrrolo[3,2-b]pyridin-1-yl)phenyl)(isoindolin-2-yl)methanone

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Chemical Property of (2,4-bis(benzyloxy)-5-(1H-pyrrolo[3,2-b]pyridin-1-yl)phenyl)(isoindolin-2-yl)methanone

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Technology Process of (2,4-bis(benzyloxy)-5-(1H-pyrrolo[3,2-b]pyridin-1-yl)phenyl)(isoindolin-2-yl)methanone

There total 6 articles about (2,4-bis(benzyloxy)-5-(1H-pyrrolo[3,2-b]pyridin-1-yl)phenyl)(isoindolin-2-yl)methanone 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: 35.4%

: 272-49-1
1H-pyrrolo[3,2-b]pyridine

: 913000-15-4
(2,4-bis-benzyloxy-5-bromophenyl)-(1,3-dihydroisoindol-2-yl)methanone

: 1609699-97-9
(2,4-bis(benzyloxy)-5-(1H-pyrrolo[3,2-b]pyridin-1-yl)phenyl)(isoindolin-2-yl)methanone

Guidance literature:: With potassium phosphate; copper(l) iodide; (R,R)-N,N'-dimethyl-1,2-diaminocyclohexane; In toluene; at 110 ℃; for 24h; Microwave irradiation; Inert atmosphere; Sealed tube;
DOI:10.1016/j.bmcl.2014.03.100

Reference yield:

: 89-86-1
4-hydroxysalicylic acid

: 1609699-97-9
(2,4-bis(benzyloxy)-5-(1H-pyrrolo[3,2-b]pyridin-1-yl)phenyl)(isoindolin-2-yl)methanone

Guidance literature:: Multi-step reaction with 6 steps

1: acetic acid; bromine

2: thionyl chloride / 16 h / 20 °C

3: potassium carbonate / acetonitrile / 5 h / Reflux

4: water; sodium hydroxide / tetrahydrofuran / 2 h / 80 °C

5: N-ethyl-N,N-diisopropylamine; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 20 °C

6: copper(l) iodide; potassium phosphate; (R,R)-N,N'-dimethyl-1,2-diaminocyclohexane / toluene / 24 h / 110 °C / Microwave irradiation; Inert atmosphere; Sealed tube

With potassium phosphate; copper(l) iodide; thionyl chloride; (R,R)-N,N'-dimethyl-1,2-diaminocyclohexane; water; bromine; potassium carbonate; benzotriazol-1-ol; acetic acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; sodium hydroxide; In tetrahydrofuran; dichloromethane; toluene; acetonitrile;
DOI:10.1016/j.bmcl.2014.03.100

Reference yield:

: 7355-22-8
5-bromo-4-hydroxysalicylic acid

: 1609699-97-9
(2,4-bis(benzyloxy)-5-(1H-pyrrolo[3,2-b]pyridin-1-yl)phenyl)(isoindolin-2-yl)methanone

Guidance literature:: Multi-step reaction with 5 steps

1: thionyl chloride / 16 h / 20 °C

2: potassium carbonate / acetonitrile / 5 h / Reflux

3: water; sodium hydroxide / tetrahydrofuran / 2 h / 80 °C

4: N-ethyl-N,N-diisopropylamine; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 20 °C

5: copper(l) iodide; potassium phosphate; (R,R)-N,N'-dimethyl-1,2-diaminocyclohexane / toluene / 24 h / 110 °C / Microwave irradiation; Inert atmosphere; Sealed tube

With potassium phosphate; copper(l) iodide; thionyl chloride; (R,R)-N,N'-dimethyl-1,2-diaminocyclohexane; water; potassium carbonate; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; sodium hydroxide; In tetrahydrofuran; dichloromethane; toluene; acetonitrile;
DOI:10.1016/j.bmcl.2014.03.100