tert-butyl 4-fluoropyridin-2-ylcarbamate

Base Information

• Chemical Name: tert-butyl 4-fluoropyridin-2-ylcarbamate
• CAS No.: 1237535-76-0
• Molecular Formula: C₁₀H₁₃FN₂O₂
• Molecular Weight: 212.224
• Mol file: 1237535-76-0.mol

Synonyms:tert-butyl 4-fluoropyridin-2-ylcarbamate;(4-Fluoro-pyridin-2-yl)-carbamic acid tert-butyl ester

Chemical Property of tert-butyl 4-fluoropyridin-2-ylcarbamate

Chemical Property:

• Boiling Point: 247.9±25.0 °C(Predicted)
• PKA: 11.77±0.70(Predicted)
• PSA: 51.22000
• Density: 1.206±0.06 g/cm3(Predicted)
• LogP: 2.64070

Purity/Quality:

98% ^*data from raw suppliers

tert-ButylN-(4-fluoropyridin-2-yl)carbamate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of tert-butyl 4-fluoropyridin-2-ylcarbamate

There total 2 articles about tert-butyl 4-fluoropyridin-2-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: 79.5%

2-chloro-4-fluoropyridine (34941-91-8) + tert-butyl carbazate (4248-19-5) → 4-fluoropyridin-2-ylcarbamic acid tert-butyl ester (1237535-76-0)

Guidance literature:

With sodium hydroxide; palladium diacetate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; In 1,4-dioxane; water; at 100 ℃; for 1.5h; Inert atmosphere;

Reference yield: 78.4%

4-fluoropyridin-2-amine (944401-77-8) + di-tert-butyl dicarbonate (24424-99-5) → 4-fluoropyridin-2-ylcarbamic acid tert-butyl ester (1237535-76-0)

Guidance literature:

4-fluoropyridin-2-amine; di-tert-butyl dicarbonate; With dmap; In tetrahydrofuran; at 10 ℃; for 7h; Large scale;

With N,N-dimethylethylenediamine; In tetrahydrofuran; at 10 - 42 ℃; for 22h; Solvent; Temperature; Large scale;

Reference yield:

4-fluoropyridin-2-ylcarbamic acid tert-butyl ester (1237535-76-0) → 7-fluoroimidazo[1,2-a]pyridine-3-carboxylic acid (1159827-76-5)

Guidance literature:

Multi-step reaction with 3 steps

1.1: trifluoroacetic acid / dichloromethane / 0 - 20 °C

1.2: Saturated solution

2.1: benzene; ethanol / 4 h / 60 °C / Inert atmosphere

3.1: water; lithium hydroxide monohydrate / ethanol; tetrahydrofuran / 20 °C

3.2: pH 3

With lithium hydroxide monohydrate; water; trifluoroacetic acid; In tetrahydrofuran; ethanol; dichloromethane; benzene;

upstream raw materials:

2-chloro-4-fluoropyridine

tert-butyl carbazate

4-fluoropyridin-2-amine

di-tert-butyl dicarbonate

Downstream raw materials:

5-fluoro-3,4-dihydro-1,8-naphthyridine-2(1H)-one

ethyl 7-fluoroimidazo[1,2-a] pyridine-3-carboxylate

7-fluoroimidazo[1,2-a]pyridine-3-carboxylic acid

5-bromo-4-fluoro-pyridin-2-ylamine

Refernces

• 1、 -. "FUSED BICYCLIC RAF INHIBITORS AND METHODS FOR USE THEREOF". Paragraph 0241-0243. . Retrieved 2022/02/09.
• 2、 -. "STABLE SOLID DISPERSIONS OF B-RAF KINASE DIMER INHIBITOR, METHODS OF PREPARATION, AND USES THEREFOR". Paragraph 0179-0180. . Retrieved 2020/08/13.