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

Base Information

• Chemical Name: tert-Butyl 5-methoxy-4-methylpyridin-3-ylcarbamate
• CAS No.: 1045858-10-3
• Molecular Formula: C₁₂H₁₈N₂O₃
• Molecular Weight: 238.287
• Hs Code.: 2933399090
• Mol file: 1045858-10-3.mol

Synonyms:tert-Butyl (5-methoxy-4-methylpyridin-3-yl)carbamate;

Chemical Property of tert-Butyl 5-methoxy-4-methylpyridin-3-ylcarbamate

Chemical Property:

• Boiling Point: 303.1±42.0 °C(Predicted)
• PKA: 12.48±0.70(Predicted)
• PSA: 60.45000
• Density: 1.124±0.06 g/cm3(Predicted)
• LogP: 2.81860
• Storage Temp.: 2-8°C

Purity/Quality:

98%min ^*data from raw suppliers

tert-Butyl 5-methoxy-4-methylpyridin-3-ylcarbamate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22-41
• Safety Statements: 26-39

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of tert-Butyl 5-methoxy-4-methylpyridin-3-ylcarbamate

There total 3 articles about tert-Butyl 5-methoxy-4-methylpyridin-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%

methyl iodide (74-88-4) + tert-butyl 5-methoxypyridin-3-ylcarbamate (342603-10-5) → tert-butyl 5-methoxy-4-methylpyridin-3-ylcarbamate (1045858-10-3)

Guidance literature:

tert-butyl 5-methoxypyridin-3-ylcarbamate; With n-butyllithium; In tetrahydrofuran; at -70 - -25 ℃; Inert atmosphere;

methyl iodide; In tetrahydrofuran; tert-butyl methyl ether; at -78 - -70 ℃; Inert atmosphere;

DOI:10.1021/jm900729s

Reference yield:

3-bromo-5-methoxypyridine (50720-12-2) → tert-butyl 5-methoxy-4-methylpyridin-3-ylcarbamate (1045858-10-3)

Guidance literature:

Multi-step reaction with 3 steps

1.1: ammonium hydroxide; copper(II) sulfate / 130 °C

2.1: tetrahydrofuran

3.1: n-butyllithium / tetrahydrofuran / 1 h / -70 - -25 °C / Large scale reaction

3.2: 1 h / -70 - -65 °C

With ammonium hydroxide; n-butyllithium; copper(II) sulfate; In tetrahydrofuran;

DOI:10.1021/op300064b

Reference yield:

3-amino-5-methoxypyridine (64436-92-6) → tert-butyl 5-methoxy-4-methylpyridin-3-ylcarbamate (1045858-10-3)

Guidance literature:

Multi-step reaction with 2 steps

1.1: tetrahydrofuran

2.1: n-butyllithium / tetrahydrofuran / 1 h / -70 - -25 °C / Large scale reaction

2.2: 1 h / -70 - -65 °C

With n-butyllithium; In tetrahydrofuran;

DOI:10.1021/op300064b

upstream raw materials:

methyl iodide

tert-butyl 5-methoxypyridin-3-ylcarbamate

3-bromo-5-methoxypyridine

3-amino-5-methoxypyridine

Downstream raw materials:

3-amino-5-methoxy-4-methylpyridine hydrochloride

(3-methoxy[1,5]naphthyridin-4-yl)methanol

3-methoxy-1,5-naphthyridine-4-carbaldehyde

3-hydroxy[1,5]naphthyridine-4-carbaldehyde