(4-Methoxy-pyridin-2-yl)-carbamic acid tert-butyl ester

Base Information

• Chemical Name: (4-Methoxy-pyridin-2-yl)-carbamic acid tert-butyl ester
• CAS No.: 551950-46-0
• Molecular Formula: C11H16N2O3
• Molecular Weight: 224.26
• Hs Code.: 2933399090
• European Community (EC) Number: 801-116-1
• DSSTox Substance ID: DTXSID90364007
• Wikidata: Q82147784
• Mol file: 551950-46-0.mol

Synonyms:551950-46-0;(4-Methoxy-pyridin-2-yl)-carbamic acid tert-butyl ester;Tert-butyl N-(4-methoxypyridin-2-yl)carbamate;tert-Butyl (4-methoxypyridin-2-yl)carbamate;Tert-butyl 4-methoxypyridin-2-ylcarbamate;(4-Methoxy-pyridin-2-yl)-carbamic acidtert-butyl ester;(4-Methoxypyridin-2-yl)carbamic acid tert-butyl ester;SCHEMBL3938343;DTXSID90364007;BXA95046;MFCD05663515;AKOS015838126;AB21836;BS-44333;CS-0362953;FT-0644785;tert-butyl N-(4-methoxy-2-pyridyl)carbamate;A830518;(4-Methoxy-pyridin-2-yl)-carbamic acid tert-butyl ester, AldrichCPR;CARBAMIC ACID, N-(4-METHOXY-2-PYRIDINYL)-, 1,1-DIMETHYLETHYL ESTER

Chemical Property of (4-Methoxy-pyridin-2-yl)-carbamic acid tert-butyl ester

Chemical Property:

• Vapor Pressure: 0.00191mmHg at 25°C
• Melting Point: 124-127°C
• Refractive Index: 1.534
• Boiling Point: 291.8°C at 760 mmHg
• Flash Point: 130.3°C
• PSA: 60.45000
• Density: 1.146g/cm³
• LogP: 2.51020
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 224.11609238
• Heavy Atom Count: 16
• Complexity: 238

Purity/Quality:

98%min ^*data from raw suppliers

(4-Methoxy-pyridin-2-yl)-carbamic acid tert-butyl ester ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi,Xn
• Statements: 22

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)NC1=NC=CC(=C1)OC

Technology Process of (4-Methoxy-pyridin-2-yl)-carbamic acid tert-butyl ester

There total 4 articles about (4-Methoxy-pyridin-2-yl)-carbamic acid tert-butyl ester 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: 80.0%

di-tert-butyl dicarbonate (24424-99-5) + 2-amino-4-methoxypyridine (10201-73-7) → tert-butyl N-(4-methoxypyridin-2-yl)carbamate (551950-46-0)

Guidance literature:

2-amino-4-methoxypyridine; With lithium hexamethyldisilazane; In tetrahydrofuran; at 0 ℃; for 0.5h;

di-tert-butyl dicarbonate; In tetrahydrofuran; at 20 ℃;

Reference yield:

4-methoxy-pyridine-2-carboxylic acid hydrazide (187973-18-8) → tert-butyl N-(4-methoxypyridin-2-yl)carbamate (551950-46-0)

Guidance literature:

Multi-step reaction with 2 steps

1: t-BuONO, TFAA / tetrahydrofuran / 0.5 h / 0 °C

2: toluene / 1.) reflux, 1 h, 2.) reflux, 10 h

With tert.-butylnitrite; trifluoroacetic anhydride; In tetrahydrofuran; toluene;

DOI:10.1080/00304949709355174

Reference yield:

methyl 4-methoxypicolinate (29681-43-4) → tert-butyl N-(4-methoxypyridin-2-yl)carbamate (551950-46-0)

Guidance literature:

Multi-step reaction with 3 steps

1: 93 percent / NH₂NH₂ / methanol / 6 h / Heating

2: t-BuONO, TFAA / tetrahydrofuran / 0.5 h / 0 °C

3: toluene / 1.) reflux, 1 h, 2.) reflux, 10 h

With tert.-butylnitrite; trifluoroacetic anhydride; hydrazine; In tetrahydrofuran; methanol; toluene;

DOI:10.1080/00304949709355174

upstream raw materials:

tert-butyl alcohol

4-methoxy-pyridine-2-carboxylic acid hydrazide

methyl 4-methoxypicolinate

di-tert-butyl dicarbonate

Downstream raw materials:

2-amino-4-methoxypyridine

Refernces

• 1、 -. "HETEROARYL COMPOUNDS AND METHODS OF USE THEREOF". Paragraph 00349. . Retrieved 2014/01/09.