N-(3-methoxybenzyl)-4-(2-(((trans)-4-acetamidocyclohexyl)methyl)-2H-tetrazol-5-yl)-6-methylpicolinamide

Base Information

Chemical Name:N-(3-methoxybenzyl)-4-(2-(((trans)-4-acetamidocyclohexyl)methyl)-2H-tetrazol-5-yl)-6-methylpicolinamide
CAS No.:1112171-13-7
Molecular Formula:C₂₅H₃₁N₇O₃
Molecular Weight:477.566
Hs Code.:

Synonyms:N-(3-methoxybenzyl)-4-(2-(((trans)-4-acetamidocyclohexyl)methyl)-2H-tetrazol-5-yl)-6-methylpicolinamide

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Chemical Property of N-(3-methoxybenzyl)-4-(2-(((trans)-4-acetamidocyclohexyl)methyl)-2H-tetrazol-5-yl)-6-methylpicolinamide

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Technology Process of N-(3-methoxybenzyl)-4-(2-(((trans)-4-acetamidocyclohexyl)methyl)-2H-tetrazol-5-yl)-6-methylpicolinamide

There total 9 articles about N-(3-methoxybenzyl)-4-(2-(((trans)-4-acetamidocyclohexyl)methyl)-2H-tetrazol-5-yl)-6-methylpicolinamide 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: 41.0%

: 1112171-08-0
N-(3-methoxybenzyl)-4-(2-(((trans)-4-aminocyclohexyl)methyl)-2H-tetrazol-5-yl)-6-methylpicolinamide

: 108-24-7
acetic anhydride

: 1112171-13-7
N-(3-methoxybenzyl)-4-(2-(((trans)-4-acetamidocyclohexyl)methyl)-2H-tetrazol-5-yl)-6-methylpicolinamide

Guidance literature:: In dichloromethane; at 20 ℃;

Reference yield:

: 25462-85-5
2-chloro-6-methylpyridine-4-carboxylic acid

: 1112171-13-7
N-(3-methoxybenzyl)-4-(2-(((trans)-4-acetamidocyclohexyl)methyl)-2H-tetrazol-5-yl)-6-methylpicolinamide

Guidance literature:: Multi-step reaction with 9 steps

1: oxalyl dichloride / N,N-dimethyl-formamide; dichloromethane / 15 h / 20 °C

2: dichloromethane / 15 h / 20 °C

3: trichlorophosphate / toluene / 15 h / 110 °C

4: triethylamine hydrochloride; sodium azide / toluene / 4 h / Reflux

5: triethylamine; 1,1'-bis-(diphenylphosphino)ferrocene; palladium diacetate / 24 h / 100 °C / 6205.94 - 9826.07 Torr

6: 1 h / 100 °C / Inert atmosphere

7: di-tert-butyl-diazodicarboxylate / tetrahydrofuran / 18 h

8: trifluoroacetic acid / dichloromethane / 2 h

9: silica bound 4-(dimethylamino)pyridine / dichloromethane / 20 °C

With 1,1'-bis-(diphenylphosphino)ferrocene; sodium azide; oxalyl dichloride; di-tert-butyl-diazodicarboxylate; palladium diacetate; triethylamine hydrochloride; triethylamine; trifluoroacetic acid; trichlorophosphate; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; toluene;
DOI:10.1021/acs.jmedchem.5b01434

Reference yield:

: 26413-58-1
2-chloro-6-methyl-4-pyridinecarbonyl chloride

: 1112171-13-7
N-(3-methoxybenzyl)-4-(2-(((trans)-4-acetamidocyclohexyl)methyl)-2H-tetrazol-5-yl)-6-methylpicolinamide

Guidance literature:: Multi-step reaction with 8 steps

1: dichloromethane / 15 h / 20 °C

2: trichlorophosphate / toluene / 15 h / 110 °C

3: triethylamine hydrochloride; sodium azide / toluene / 4 h / Reflux

4: triethylamine; 1,1'-bis-(diphenylphosphino)ferrocene; palladium diacetate / 24 h / 100 °C / 6205.94 - 9826.07 Torr

5: 1 h / 100 °C / Inert atmosphere

6: di-tert-butyl-diazodicarboxylate / tetrahydrofuran / 18 h

7: trifluoroacetic acid / dichloromethane / 2 h

8: silica bound 4-(dimethylamino)pyridine / dichloromethane / 20 °C

With 1,1'-bis-(diphenylphosphino)ferrocene; sodium azide; di-tert-butyl-diazodicarboxylate; palladium diacetate; triethylamine hydrochloride; triethylamine; trifluoroacetic acid; trichlorophosphate; In tetrahydrofuran; dichloromethane; toluene;
DOI:10.1021/acs.jmedchem.5b01434