6-Aminonicotinaldehyde

Base Information

• Chemical Name: 6-Aminonicotinaldehyde
• CAS No.: 69879-22-7
• Molecular Formula: C6H6 N2 O
• Molecular Weight: 122.126
• Hs Code.: 2933399090
• European Community (EC) Number: 865-324-4
• DSSTox Substance ID: DTXSID80593440
• Nikkaji Number: J3.407.963C
• Wikidata: Q72441525
• Mol file: 69879-22-7.mol

Synonyms:6-AMINONICOTINALDEHYDE;69879-22-7;6-aminopyridine-3-carbaldehyde;2-AMINO-5-FORMYLPYRIDINE;6-AMINOPYRIDINE-3-CARBOXALDEHYDE;6-Amino-pyridine-3-carbaldehyde;MFCD09757481;3-Pyridinecarboxaldehyde, 6-amino-;SCHEMBL1637193;DTXSID80593440;6-amino-pyridine-3-carboxaldehyde;BMNPVMQSUPTGFD-UHFFFAOYSA-N;AMY35066;BCP22360;AKOS006328399;CS-W019399;GS-5884;PB19003;AC-30670;SY035532;DB-074233;EN300-215217;P10761;A847833;A1-01224;Z1198224280

Chemical Property of 6-Aminonicotinaldehyde

Chemical Property:

• Vapor Pressure: 0.000659mmHg at 25°C
• Melting Point: 161℃
• Refractive Index: 1.652
• Boiling Point: 309°C at 760 mmHg
• PKA: 4.78±0.13(Predicted)
• Flash Point: 140.6°C
• PSA: 56.71000
• Density: 1.264±0.06 g/cm3 (20 ºC 760 Torr)
• LogP: 0.40640
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• XLogP3: 0
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 122.048012819
• Heavy Atom Count: 9
• Complexity: 105

Purity/Quality:

98% ^*data from raw suppliers

6-Aminopyridine-3-carboxaldehyde ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=NC=C1C=O)N
• Uses: 6-Aminopyridine-3-carboxaldehyde is a novel ribonucleotide reductase inhibitor that belongs to the class of metal-binding site affecting ribonucleotide inhibitors that are derivatives of alpa-hetero cyclic carboxaldehyde thiosemicarbazone.

Technology Process of 6-Aminonicotinaldehyde

There total 5 articles about 6-Aminonicotinaldehyde 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: 87.5%

methyl 6-aminonicotinoate (36052-24-1) → 6-amino-3-pyridinecarbaldehyde (69879-22-7)

Guidance literature:

With diisobutylaluminium hydride; In toluene; at -78 ℃; for 1h;

Reference yield: 73.16%

6-aminonicotinonitrile (4214-73-7) → 6-amino-3-pyridinecarbaldehyde (69879-22-7)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; for 1.5h; Time;

Reference yield:

(6-amino-3-pyridinyl)methanol (113293-71-3) → 6-amino-3-pyridinecarbaldehyde (69879-22-7)

Guidance literature:

With manganese(IV) oxide; In dichloromethane; at 50 ℃; for 16h;

upstream raw materials:

5-(1-methyl-pyrrolidin-2-yl)-pyridin-2-ylamine

6-aminonicotinonitrile

(6-amino-3-pyridinyl)methanol

methyl 6-aminonicotinoate

Downstream raw materials:

5-((4-ethylpiperazin-1-yl)methyl)-6-methylpyridin-2-amine

N-(5-((4-ethyl-1-piperazinyl)methyl)-2-pyridinyl)-5-fluoro-4-(4-fluoro-2-methyl-1-(1-methylethyl)-1H-benzimidazol-6-yl)-2-pyrimidinamine

tert-butyl 4-((6-((5-fluoro-4-(4-fluoro-1-isopropyl-2-methyl-1H-benzo[d]imidazol-6-yl)pyrimidin-2-yl)amino)pyridin-3-yl)methyl)piperazine-1-carboxylate

5-fluoro-4-(4-fluoro-1-isopropyl-2-methyl-1H-benzo[d]imidazol-6-yl)-N-(5-(piperazin-1-ylmethyl)pyridin-2-yl)pyrimidin-2-amine

Refernces

• 1、 -. "Preparation method of small molecule tyrosine kinase inhibitor". Paragraph 0098-0101. . Retrieved 2021/09/29.
• 2、 -. "CRYSTAL FORM, SALT TYPE OF SUBSTITUTED 2-HYDRO-PYRAZOLE DERIVATIVE AND PREPARATION METHOD THEREFOR". Paragraph 0149; 0150. . Retrieved 2019/07/10.