2-(BOC-AMINO)-5-PICOLINE

Base Information

• Chemical Name: 2-(BOC-AMINO)-5-PICOLINE
• CAS No.: 562074-43-5
• Molecular Formula: C₁₁H₁₆N₂O₂
• Molecular Weight: 208.26
• Hs Code.: 2933399090
• Mol file: 562074-43-5.mol

Synonyms:Carbamicacid, (5-methyl-2-pyridinyl)-, 1,1-dimethylethyl ester (9CI);

Chemical Property of 2-(BOC-AMINO)-5-PICOLINE

Chemical Property:

• Boiling Point: 273.7 °C at 760 mmHg
• Flash Point: 119.3 °C
• PSA: 51.22000
• Density: 1.108 g/cm³
• LogP: 2.81000
• Storage Temp.: 2-8°C

Purity/Quality:

98%Min ^*data from raw suppliers

Carbamicacid,N-(5-methyl-2-pyridinyl)-,1,1-dimethylethylester 95 ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2-(BOC-AMINO)-5-PICOLINE

There total 2 articles about 2-(BOC-AMINO)-5-PICOLINE 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: 96.0%

(5-methyl-pyridin-2-yl)amine (1603-41-4) + di-tert-butyl dicarbonate (24424-99-5) → tert-butyl (5-methylpyridin-2-yl)carbamate (562074-43-5)

Guidance literature:

In tetrahydrofuran; at 20 ℃; for 16h; Inert atmosphere;

DOI:10.1021/acs.joc.6b01324

Reference yield: 74.0%

2-Bromo-5-methylpyridine (3510-66-5) + tert-butyl carbazate (4248-19-5) → tert-butyl (5-methylpyridin-2-yl)carbamate (562074-43-5)

Guidance literature:

With (1,2-dimethoxyethane)dichloronickel(II); (4,4'-di-tert-butyl-2,2'-dipyridyl)-bis-(2-phenylpyridine(-1H))-iridium(III) hexafluorophosphate; 4,4'-di-tert-butyl-2,2'-bipyridine; N,N,N',N'-tetramethylguanidine; In acetonitrile; at 23 ℃; for 48h; Inert atmosphere; Irradiation;

DOI:10.1021/acs.joc.8b02182

Reference yield:

tert-butyl (5-methylpyridin-2-yl)carbamate (562074-43-5) → 5-[4-(4-methoxy-benzyl)-2,2-dimethyl-piperazin-1-ylmethyl]-pyridin-2-ylamine (1197332-75-4)

Guidance literature:

Multi-step reaction with 5 steps

1: N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile) / tetrachloromethane / 1.5 h / Reflux

2: caesium carbonate / N,N-dimethyl-formamide / 12 h / 20 °C

3: lithium aluminium tetrahydride / tetrahydrofuran / 3 h / 50 °C / Argon

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

5: hydrogenchloride / 1,4-dioxane; methanol / 22 h / 20 °C

With hydrogenchloride; N-Bromosuccinimide; lithium aluminium tetrahydride; 2,2'-azobis(isobutyronitrile); caesium carbonate; triethylamine; In tetrahydrofuran; 1,4-dioxane; methanol; tetrachloromethane; dichloromethane; N,N-dimethyl-formamide;

upstream raw materials:

(5-methyl-pyridin-2-yl)amine

di-tert-butyl dicarbonate

2-Bromo-5-methylpyridine

tert-butyl carbazate

Downstream raw materials:

5-[4-(4-methoxy-benzyl)-2,2-dimethyl-piperazin-1-ylmethyl]-pyridin-2-ylamine

{5-[4-(4-methoxy-benzyl)-2,2-dimethyl-piperazin-1-ylmethyl]-pyridin-2-yl}-carbamic acid tert-butyl ester

Refernces

• 1、 Reddy, Leleti Rajender,Kotturi, Sharadsrikar,Waman, Yogesh,Ravinder Reddy, Vudem,Patel, Chirag,Kobarne, Ajinath,Kuttappan, Sasikumar. "N-Arylation of Carbamates through Photosensitized Nickel Catalysis". . p. 13854 - 13860. Retrieved 2018/10/31.
• 2、 -. "DERIVATIVES OF QUINOLINES AND QUINOXALINES AS PROTEIN TYROSINE KINASE INHIBITORS". Page/Page column 122-123. . Retrieved 2009/12/27.