3-(Pyrimidin-2-yl)aniline

Base Information

• Chemical Name: 3-(Pyrimidin-2-yl)aniline
• CAS No.: 69491-56-1
• Molecular Formula: C10H9N3
• Molecular Weight: 171.202
• Hs Code.: 2933599090
• DSSTox Substance ID: DTXSID30499004
• Wikidata: Q82349417
• Mol file: 69491-56-1.mol

Synonyms:3-(Pyrimidin-2-yl)aniline;3-PYRIMIDIN-2-YLANILINE;69491-56-1;2-(3-Aminophenyl)pyrimidine;Benzenamine, 3-(2-pyrimidinyl)-;SCHEMBL2627252;DTXSID30499004;CHEBI:195061;GOCBKTKLGFLECW-UHFFFAOYSA-N;AMY16338;MFCD09702385;3-pyrimidin-2-ylaniline, AldrichCPR;AKOS012622900;FD10688;SB57000;TS-02324;CS-0269171;FT-0727803;EN300-312206

Chemical Property of 3-(Pyrimidin-2-yl)aniline

Chemical Property:

• Vapor Pressure: 0.008mmHg at 25°C
• Melting Point: 99.5 °C
• Refractive Index: 1.634
• Boiling Point: 268.51 °C at 760 mmHg
• Flash Point: 140.346 °C
• PSA: 51.80000
• Density: 1.193 g/cm³
• LogP: 2.30700
• XLogP3: 1.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 171.079647300
• Heavy Atom Count: 13
• Complexity: 154

Purity/Quality:

98%min ^*data from raw suppliers

3-pyrimidin-2-ylaniline ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22-36
• Safety Statements: 26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC(=C1)N)C2=NC=CC=N2

Technology Process of 3-(Pyrimidin-2-yl)aniline

There total 7 articles about 3-(Pyrimidin-2-yl)aniline 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: 90.0%

C21H19N5O2 → 3-(pyrimidin-2-yl)aniline (69491-56-1)

Guidance literature:

With hydrogenchloride; water; at 190 ℃; for 3h;

DOI:10.1039/c8sc01256c

Reference yield: 70.0%

3-Aminophenylboronic acid (30418-59-8,280563-63-5) + 2-bromopyrimidine (4595-60-2) → 3-(pyrimidin-2-yl)aniline (69491-56-1)

Guidance literature:

With potassium carbonate; bis-triphenylphosphine-palladium(II) chloride; In 1,4-dioxane; at 85 ℃; for 5h; Inert atmosphere;

Reference yield:

C21H18N4O2 → 3-(pyrimidin-2-yl)aniline (69491-56-1)

Guidance literature:

Multi-step reaction with 3 steps

1: copper (I) acetate; dipotassium hydrogenphosphate / dimethyl sulfoxide / 6 h / 90 °C / Inert atmosphere

2: hydrogenchloride; water / 0.33 h / 20 °C

3: hydrogenchloride; water / 3 h / 190 °C

With hydrogenchloride; dipotassium hydrogenphosphate; water; copper (I) acetate; In dimethyl sulfoxide;

DOI:10.1039/c8sc01256c

upstream raw materials:

5-chloro-2-m-nitrophenylpyrimidine

3-nitrobenzamidine hydrochloride

3-Aminophenylboronic acid

2-bromopyrimidine

Downstream raw materials:

tert-butyl ((1S,2S)-2-((5-cyano-4-((3-(pyrimidin-2-yl)phenyl)amino)pyrimidin-2-yl)amino)-3,3-difluorocyclohexyl)carbamate

5-((1R,2S)-2-aminocyclohexylamino)-3-(3-(pyrimidin-2-yl)phenylamino)pyrazine-2-carboxamide

5-((1R,2S)-2-aminocyclohexylamino)-3-(3-(pyrimidin-2-yl)phenylamino)pyrazine-2-carbonitrile

tert-butyl (1S,2R)-2-(5-cyano-6-(3-(pyrimidin-2-yl)phenylamino)pyrazin-2-ylamino)cyclohexylcarbamate

Refernces

• 1、 -. "BENZAMIDES AND NICOTINAMIDES AS SYK MODULATORS". Page/Page column 116. . Retrieved 2012/05/20.