3-benzyloxymethyl-4-(1-benzyloxymethyl-4,5-dibromopyrrol-2-yl)-2-methylsulfanylimidazo[4,5-c]pyridine

Base Information

Chemical Name:3-benzyloxymethyl-4-(1-benzyloxymethyl-4,5-dibromopyrrol-2-yl)-2-methylsulfanylimidazo[4,5-c]pyridine
CAS No.:930304-13-5
Molecular Formula:C₂₇H₂₄Br₂N₄O₂S
Molecular Weight:628.387
Hs Code.:

Synonyms:3-benzyloxymethyl-4-(1-benzyloxymethyl-4,5-dibromopyrrol-2-yl)-2-methylsulfanylimidazo[4,5-c]pyridine

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Chemical Property of 3-benzyloxymethyl-4-(1-benzyloxymethyl-4,5-dibromopyrrol-2-yl)-2-methylsulfanylimidazo[4,5-c]pyridine

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Technology Process of 3-benzyloxymethyl-4-(1-benzyloxymethyl-4,5-dibromopyrrol-2-yl)-2-methylsulfanylimidazo[4,5-c]pyridine

There total 13 articles about 3-benzyloxymethyl-4-(1-benzyloxymethyl-4,5-dibromopyrrol-2-yl)-2-methylsulfanylimidazo[4,5-c]pyridine 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: 44.0%

: 930304-12-4
1-benzyloxymethyl-N-[2-(1-benzyloxymethyl-2-methylsulfanylimidazol-4-yl)-vinyl]-4,5-dibromopyrrole-2-carboximidothioic acid methyl ester

: 930304-13-5
3-benzyloxymethyl-4-(1-benzyloxymethyl-4,5-dibromopyrrol-2-yl)-2-methylsulfanylimidazo[4,5-c]pyridine

: 1-benzyloxymethyl-N-[2-(1-benzyloxymethyl-2-methylsulfanylimidazol-4-yl)-vinyl]-4,5-dibromopyrrole-2-carboximidothioic acid methyl ester

Guidance literature:: With 1,3,5-trimethyl-benzene; at 145 ℃; for 16h;
DOI:10.1016/j.tet.2007.06.089

Reference yield:

: 930304-08-8
1-benzyloxymethylpyrrole-2-carboxylic acid amide

: 930304-13-5
3-benzyloxymethyl-4-(1-benzyloxymethyl-4,5-dibromopyrrol-2-yl)-2-methylsulfanylimidazo[4,5-c]pyridine

Guidance literature:: Multi-step reaction with 5 steps

1: 94 percent / NBS / tetrahydrofuran / 0.5 h / 20 °C

2: 92 percent / Cs₂CO₃; CuI; N,N'-dimethylethylenediamine / tetrahydrofuran / 17 h / 70 °C

3: 82 percent / Lawesson's reagent / toluene / 2 h / 100 °C

4: 93 percent / CH₂Cl₂ / 2 h / 20 °C

5: 44 percent / mesitylene / 16 h / 145 °C

With Lawessons reagent; N-Bromosuccinimide; copper(l) iodide; caesium carbonate; N,N`-dimethylethylenediamine; 1,3,5-trimethyl-benzene; In tetrahydrofuran; dichloromethane; toluene; 2: Buchwald coupling;
DOI:10.1016/j.tet.2007.06.089

Reference yield:

: 930304-05-5
1-benzyloxymethyl-2-methylsulfanylimidazole-4-carbaldehyde

: 930304-13-5
3-benzyloxymethyl-4-(1-benzyloxymethyl-4,5-dibromopyrrol-2-yl)-2-methylsulfanylimidazo[4,5-c]pyridine

Guidance literature:: Multi-step reaction with 5 steps

1.1: potassium tert-butoxide / tetrahydrofuran / 0.08 h / 20 °C

1.2: 93 percent / tetrahydrofuran / 0.5 h / -78 °C

2.1: 92 percent / Cs₂CO₃; CuI; N,N'-dimethylethylenediamine / tetrahydrofuran / 17 h / 70 °C

3.1: 82 percent / Lawesson's reagent / toluene / 2 h / 100 °C

4.1: 93 percent / CH₂Cl₂ / 2 h / 20 °C

5.1: 44 percent / mesitylene / 16 h / 145 °C

With Lawessons reagent; copper(l) iodide; potassium tert-butylate; caesium carbonate; N,N`-dimethylethylenediamine; 1,3,5-trimethyl-benzene; In tetrahydrofuran; dichloromethane; toluene; 1.1: Stork-Zhao Wittig reaction / 2.1: Buchwald coupling;
DOI:10.1016/j.tet.2007.06.089