benzyl 4,6-dichloro-3-(hydroxymethyl)-3-methyl-2,3-dihydro-1H-pyrrolo[3,2-c]pyridine-1-carboxylate

Base Information

Chemical Name:benzyl 4,6-dichloro-3-(hydroxymethyl)-3-methyl-2,3-dihydro-1H-pyrrolo[3,2-c]pyridine-1-carboxylate
CAS No.:1067891-62-6
Molecular Formula:C₁₇H₁₆Cl₂N₂O₃
Molecular Weight:367.232
Hs Code.:

Synonyms:benzyl 4,6-dichloro-3-(hydroxymethyl)-3-methyl-2,3-dihydro-1H-pyrrolo[3,2-c]pyridine-1-carboxylate

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Chemical Property of benzyl 4,6-dichloro-3-(hydroxymethyl)-3-methyl-2,3-dihydro-1H-pyrrolo[3,2-c]pyridine-1-carboxylate

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Technology Process of benzyl 4,6-dichloro-3-(hydroxymethyl)-3-methyl-2,3-dihydro-1H-pyrrolo[3,2-c]pyridine-1-carboxylate

There total 8 articles about benzyl 4,6-dichloro-3-(hydroxymethyl)-3-methyl-2,3-dihydro-1H-pyrrolo[3,2-c]pyridine-1-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: 55.0%

: 1067891-60-4
benzyl (2,6-dichloropyridin-4-yl)((2-methyloxiran-2-yl)methyl)carbamate

: 1067891-62-6
benzyl 4,6-dichloro-3-(hydroxymethyl)-3-methyl-2,3-dihydro-1H-pyrrolo[3,2-c]pyridine-1-carboxylate

Guidance literature:: With bis(cyclopentadienyl)titanium dichloride; manganese; collidine hydrochloride; In tetrahydrofuran; for 2h; Reflux; Inert atmosphere;
DOI:10.1021/ol801860s

Reference yield:

: 5398-44-7
2,6-dichloropyridine-4-carboxylic acid

: 1067891-62-6
benzyl 4,6-dichloro-3-(hydroxymethyl)-3-methyl-2,3-dihydro-1H-pyrrolo[3,2-c]pyridine-1-carboxylate

Guidance literature:: Multi-step reaction with 6 steps

1.1: oxalyl dichloride / tetrahydrofuran / 2 h / Reflux

2.1: sodium azide / water; acetone / 0 - 10 °C

3.1: magnesium sulfate / toluene / 15 h / Reflux

4.1: tetra-(n-butyl)ammonium iodide; sodium hydride / tetrahydrofuran / 0.08 h / 0 °C

4.2: 20 °C

5.1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 11 h / 0 - 20 °C

6.1: manganese; bis(cyclopentadienyl)titanium dichloride / tetrahydrofuran / 2 h / Reflux; Inert atmosphere

With bis(cyclopentadienyl)titanium dichloride; manganese; sodium azide; oxalyl dichloride; tetra-(n-butyl)ammonium iodide; sodium hydride; magnesium sulfate; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; dichloromethane; water; acetone; toluene; 2.1: Curtius rearrangement;

Reference yield:

: 1067891-57-9
(2,6-dichloropyridin-4-yl)carbamic acid benzyl ester

: 1067891-62-6
benzyl 4,6-dichloro-3-(hydroxymethyl)-3-methyl-2,3-dihydro-1H-pyrrolo[3,2-c]pyridine-1-carboxylate

Guidance literature:: Multi-step reaction with 3 steps

1.1: tetra-(n-butyl)ammonium iodide; sodium hydride / tetrahydrofuran / 0.08 h / 0 °C

1.2: 20 °C

2.1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 11 h / 0 - 20 °C

3.1: manganese; bis(cyclopentadienyl)titanium dichloride / tetrahydrofuran / 2 h / Reflux; Inert atmosphere

With bis(cyclopentadienyl)titanium dichloride; manganese; tetra-(n-butyl)ammonium iodide; sodium hydride; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; dichloromethane;