Benzyl 5-methylpyrazin-2-ylcarbamate, 2-(Benzyloxycarbonylamino)-5-methylpyrazine

Base Information

• Chemical Name: Benzyl 5-methylpyrazin-2-ylcarbamate, 2-(Benzyloxycarbonylamino)-5-methylpyrazine
• CAS No.: 1033418-57-3
• Molecular Formula: C13H13N3O2
• Molecular Weight: 243.265
• Hs Code.: 2933990090
• Mol file: 1033418-57-3.mol

Synonyms:2-(BENZYLOXYCARBONYLAMINO)-5-METHYLPYRAZINE;BENZYL 5-METHYLPYRAZIN-2-YLCARBAMATE;N-(5-Methyl-2-pyrazinyl)carbamic acid phenylmethyl ester

Chemical Property of Benzyl 5-methylpyrazin-2-ylcarbamate, 2-(Benzyloxycarbonylamino)-5-methylpyrazine

Chemical Property:

• PSA: 64.11000
• LogP: 2.60670

Purity/Quality:

98%min ^*data from raw suppliers

Benzyl(5-methylpyrazin-2-yl)carbamate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Benzyl 5-methylpyrazin-2-ylcarbamate, 2-(Benzyloxycarbonylamino)-5-methylpyrazine

There total 4 articles about Benzyl 5-methylpyrazin-2-ylcarbamate, 2-(Benzyloxycarbonylamino)-5-methylpyrazine 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: 87.0%

2-methylpyrazin-5-carboxylic acid (5521-55-1) + benzyl alcohol (100-51-6,185532-71-2) → benzyl-5-methylpyrazin-2-yl carbamate (1033418-57-3)

Guidance literature:

With diphenyl phosphoryl azide; triethylamine; In acetonitrile; at 120 ℃;

DOI:10.1039/b801631n

Reference yield:

2-methylpyrazin-5-carboxylic acid (5521-55-1) + diphenylphosphoranyl azide (4129-17-3) + N-ethyl-N,N-diisopropylamine (7087-68-5) → benzyl-5-methylpyrazin-2-yl carbamate (1033418-57-3)

Guidance literature:

With sodium hydroxide; benzyl alcohol; In toluene;

Reference yield:

2-methylpyrazin-5-carboxylic acid (5521-55-1) → benzyl-5-methylpyrazin-2-yl carbamate (1033418-57-3)

Guidance literature:

Multi-step reaction with 2 steps

1: N-ethyl-N,N-diisopropylamine; diphenyl phosphoryl azide / toluene / 2 h / 13 - 17 °C / Large scale

2: toluene / 3 h / 86 - 88 °C

With diphenyl phosphoryl azide; N-ethyl-N,N-diisopropylamine; In toluene; 2: |Curtius Rearrangement;

DOI:10.1021/acs.oprd.7b00340

upstream raw materials:

2-methylpyrazin-5-carboxylic acid

benzyl alcohol

diphenylphosphoranyl azide

N-ethyl-N,N-diisopropylamine

Downstream raw materials:

5-methylpyrazin-2-amine

Refernces

• 1、 -. "CHEMICAL PROCESS 632". Page/Page column 21. . Retrieved 2010/08/22.
• 2、 Baumann, Marcus,Baxendale, Ian R.,Ley, Steven V.,Nikbin, Nikzad,Smith, Christopher D.,Tierney, Jason P.. "A modular flow reactor for performing Curtius rearrangements as a continuous flow process". experimental part. p. 1577 - 1586. Retrieved 2008/10/09.