N-(6-chloro-3-iodopyridin-2-yl)pivalaMide

Base Information

• Chemical Name: N-(6-chloro-3-iodopyridin-2-yl)pivalaMide
• CAS No.: 800402-05-5
• Molecular Formula: C10H12ClIN2O
• Molecular Weight: 338.576
• Mol file: 800402-05-5.mol

Synonyms:N-(6-chloro-3-iodopyridin-2-yl)-2,2-dimethylpropionamide;N-(6-chloro-3-iodopyridin-2-yl)pivalamide;

Chemical Property of N-(6-chloro-3-iodopyridin-2-yl)pivalaMide

Chemical Property:

• PSA: 41.99000
• LogP: 3.39720

Purity/Quality:

95% ^*data from raw suppliers

N-(6-Chloro-3-iodopyridin-2-yl)pivalamide 95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of N-(6-chloro-3-iodopyridin-2-yl)pivalaMide

There total 2 articles about N-(6-chloro-3-iodopyridin-2-yl)pivalaMide 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:

6-chloropyridin-2-amine (45644-21-1) → N-(6-chloro-3-iodopyridin-2-yl)-tert-butylamide (800402-05-5)

Guidance literature:

Multi-step reaction with 2 steps

1.1: triethylamine / dichloromethane / 16 h / 20 °C

2.1: tert.-butyl lithium / hexane; tetrahydrofuran / 0.5 h / -78 °C

2.2: 4 h / -78 - 20 °C

With tert.-butyl lithium; triethylamine; In tetrahydrofuran; hexane; dichloromethane;

Reference yield:

6-chloropyridin-2-amine (45644-21-1) + pivaloyl chloride (3282-30-2) → N-(6-chloro-3-iodopyridin-2-yl)-tert-butylamide (800402-05-5)

Guidance literature:

Multi-step reaction with 2 steps

1.1: triethylamine / dichloromethane / 3 h / 20 °C

2.1: tert.-butyl lithium / 2 h / -78 °C

2.2: 16 h

With tert.-butyl lithium; triethylamine; In dichloromethane;

DOI:10.1016/j.bmcl.2011.09.083

Reference yield:

N-(6-chloro-3-iodopyridin-2-yl)-tert-butylamide (800402-05-5) → 6-chloro-N-(4-methoxybenzyl)-1H-pyrrolo[2,3-b]pyridine-2-carboxamide (1296202-59-9)

Guidance literature:

Multi-step reaction with 3 steps

1: hydrogenchloride / 1,4-dioxane / 14 h / Reflux

2: 1,4-diaza-bicyclo[2.2.2]octane; palladium diacetate / N,N-dimethyl-formamide / 110 °C

3: triethylamine; HATU / N,N-dimethyl-formamide

With 1,4-diaza-bicyclo[2.2.2]octane; hydrogenchloride; palladium diacetate; triethylamine; HATU; In 1,4-dioxane; N,N-dimethyl-formamide;

DOI:10.1016/j.bmcl.2011.09.083

upstream raw materials:

6-chloropyridin-2-amine

pivaloyl chloride

Downstream raw materials:

6-chloro-1H-pyrrolo[2,3-b]pyridine-2-carboxylic acid ethyl ester

C₁₉H₁₇N₅O₂

6-(1H-pyrazol-4-yl)-1H-pyrrolo[2,3-b]pyridine-2-carboxylic acid 4-methoxybenzylamide

SR₈₃₆₃

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