(4-(1,2,4,5-tetrazin-3-yl)phenyl)methanamine HCL

Base Information

• Chemical Name: (4-(1,2,4,5-tetrazin-3-yl)phenyl)methanamine HCL
• CAS No.: 1092689-33-2
• Molecular Formula: C9H9N5
• Molecular Weight: 187.204
• Mol file: 1092689-33-2.mol

Synonyms:(4-(1,2,4,5-tetrazin-3-yl)phenyl)methanamine HCL

Chemical Property of (4-(1,2,4,5-tetrazin-3-yl)phenyl)methanamine HCL

Chemical Property:

• Boiling Point: 403.4±47.0 °C(Predicted)
• PKA: 8.31±0.10(Predicted)
• PSA: 77.58000
• Density: 1.268±0.06 g/cm3(Predicted)
• LogP: 1.09260

Purity/Quality:

98%Min ^*data from raw suppliers

Tetrazine-amine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (4-(1,2,4,5-tetrazin-3-yl)phenyl)methanamine HCL

There total 5 articles about (4-(1,2,4,5-tetrazin-3-yl)phenyl)methanamine HCL 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: 54.2%

tert-butyl N-[[4-(1,2,4,5-tetrazin-3-yl)phenyl]methyl]carbamate (1380500-93-5) → (4-(1,2,4,5-tetrazin-3-yl)phenyl)methanamine hydrochloride (1092689-33-2)

Guidance literature:

With hydrogenchloride; In 1,4-dioxane; dichloromethane; at 25 ℃; for 1h;

DOI:10.1021/jacs.0c11958

Reference yield: 20.0%

formamidine acetic acid (3473-63-0) + 4-cyanobenzylamine hydrochloride (15996-76-6) → (4-(1,2,4,5-tetrazin-3-yl)phenyl)methanamine hydrochloride (1092689-33-2)

Guidance literature:

formamidine acetic acid; 4-cyanobenzylamine hydrochloride; With sulfur; hydrazine; for 20h;

With acetic acid; sodium nitrite; In water; for 0.25h; Cooling with ice;

Reference yield:

4-cyanobenzylamine hydrochloride (15996-76-6) → (4-(1,2,4,5-tetrazin-3-yl)phenyl)methanamine hydrochloride (1092689-33-2)

Guidance literature:

Multi-step reaction with 3 steps

1: triethylamine / dichloromethane / 20 °C

2: hydrazine; zinc trifluoromethanesulfonate / N,N-dimethyl-formamide / 36 h / 30 °C

3: trifluoroacetic acid / dichloromethane / 0.5 h / 20 °C

With zinc trifluoromethanesulfonate; triethylamine; trifluoroacetic acid; hydrazine; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1002/anie.201403349

upstream raw materials:

formamidine acetic acid

4-cyanobenzylamine hydrochloride

tert-butyl N-[[4-(1,2,4,5-tetrazin-3-yl)phenyl]methyl]carbamate

tert-butyl N-[(4-cyanophenyl)methyl]carbamate

Downstream raw materials:

N-(4-(1,2,4,5-tetrazin-3-yl)benzyl)-6-(3-(5,5-difluoro-7-(4-methoxyphenyl)-1,3-dimethyl-5H-4λ⁴,5λ⁴-dipyrrolo[1,2-c:2',1'-f][1,3,2]diazaborinin-2-yl)propanamido)hexanamide

C₂₃H₂₂N₆O₃

N-(4-(1,2,4,5-tetrazin-3-yl)benzyl)-3-(5,5-difluoro-7,9-dimethyl-5H-4λ⁴,5λ⁴-dipyrrolo[1,2-c:2′,1′-f][1,3,2]diazaborinin-3-yl)propenamide

5-(4-(1,2,4,5-tetrazin-3-yl)benzylamino)-5-oxopentanoic acid

Refernces

• 1、 Uttamapinant, Chayasith,Howe, Jonathan D.,Lang, Kathrin,Beránek, Václav,Davis, Lloyd,Mahesh, Mohan,Barry, Nicholas P.,Chin, Jason W.. "Genetic Code Expansion Enables Live-Cell and Super-Resolution Imaging of Site-Specifically Labeled Cellular Proteins". . p. 4602 - 4605. Retrieved 2015.
• 2、 Erdmann, Roman S.,Takakura, Hideo,Thompson, Alexander D.,Rivera-Molina, Felix,Allgeyer, Edward S.,Bewersdorf, Joerg,Toomre, Derek,Schepartz, Alanna. "Super-resolution imaging of the Golgi in live cells with a bioorthogonal ceramide probe". . p. 10242 - 10246. Retrieved 2014.
• 3、 -. "CLICK-CROSSLINKED HYDROGELS AND METHODS OF USE". Paragraph 0158. . Retrieved 2017/08/01.