tert-Butyl 5-methoxypyridin-3-ylcarbamate

Base Information

• Chemical Name: tert-Butyl 5-methoxypyridin-3-ylcarbamate
• CAS No.: 342603-10-5
• Molecular Formula: C₁₁H₁₆N₂O₃
• Molecular Weight: 224.26
• Hs Code.: 2933399090
• DSSTox Substance ID: DTXSID00465453
• Nikkaji Number: J2.045.423G
• Wikidata: Q72503582
• Mol file: 342603-10-5.mol

Synonyms:342603-10-5;tert-Butyl 5-methoxypyridin-3-ylcarbamate;tert-Butyl (5-methoxypyridin-3-yl)carbamate;Tert-butyl N-(5-methoxypyridin-3-yl)carbamate;N-BOC-3-AMINO-5-METHOXYPYRIDINE;(5-Methoxy-pyridin-3-yl)-carbamic acid tert-butyl ester;MFCD11052831;tert-Butyl(5-methoxypyridin-3-yl)carbamate;SCHEMBL14395723;N-Boc-5-methoxypyridin-3-amine;DTXSID00465453;AMY19089;AKOS015851757;SB36717;SY333333;TS-00550;CS-0101641;FT-0678835;D71929;A848007;tert-Butyl 5-methoxypyridin-3-ylcarbamate, AldrichCPR

Chemical Property of tert-Butyl 5-methoxypyridin-3-ylcarbamate

Chemical Property:

• PSA: 60.45000
• LogP: 2.51020
• XLogP3: 1.4
• 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:

97% ^*data from raw suppliers

tert-Butyl 5-methoxypyridin-3-ylcarbamate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of tert-Butyl 5-methoxypyridin-3-ylcarbamate

There total 6 articles about tert-Butyl 5-methoxypyridin-3-ylcarbamate 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: 100.0%

di-tert-butyl dicarbonate (24424-99-5) + 3-amino-5-methoxypyridine (64436-92-6) → tert-butyl 5-methoxypyridin-3-ylcarbamate (342603-10-5)

Guidance literature:

In tetrahydrofuran;

DOI:10.1021/op300064b

Reference yield: 91.0%

3-bromo-5-methoxypyridine (50720-12-2) + tert-butyl carbazate (4248-19-5) → tert-butyl 5-methoxypyridin-3-ylcarbamate (342603-10-5)

Guidance literature:

With caesium carbonate; tris(dibenzylideneacetone)dipalladium ⁽⁰⁾; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; In 1,4-dioxane; at 90 ℃; for 48h;

DOI:10.1016/j.tetlet.2004.03.087

Reference yield:

3,5-dibromopyridine (625-92-3) → tert-butyl 5-methoxypyridin-3-ylcarbamate (342603-10-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 72 percent / dimethylformamide / 20 h / 40 °C

2: 91 percent / Cs₂CO₃ / Pd₂(dba)3; Xanthphos / dioxane / 48 h / 90 °C

With caesium carbonate; tris(dibenzylideneacetone)dipalladium ⁽⁰⁾; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; In 1,4-dioxane; N,N-dimethyl-formamide;

DOI:10.1016/j.tetlet.2004.03.087

upstream raw materials:

3-bromo-5-methoxypyridine

tert-butyl carbazate

3,5-dibromopyridine

di-tert-butyl dicarbonate

Downstream raw materials:

3-amino-5-methoxy-isonicotinic acid ethyl ester

tert-butyl 5-methoxy-4-methylpyridin-3-ylcarbamate

3-(3-chloro-4-fluorobenzyl)-5-methoxypyrido[3,4-d]pyrimidin-4(3H)-one

3-(3-chloro-4-fluorobenzyl)-5-methoxypyrido[3,4-d]pyrimidin-4(3H)-one-7-oxide