2-Hydroxy-5-nitro-3-(trifluoromethyl)pyridine

Base Information

• Chemical Name: 2-Hydroxy-5-nitro-3-(trifluoromethyl)pyridine
• CAS No.: 99368-66-8
• Molecular Formula: C6H3F3N2O3
• Molecular Weight: 208.09
• Hs Code.: 2933399090
• DSSTox Substance ID: DTXSID10379375
• Mol file: 99368-66-8.mol

Synonyms:99368-66-8;2-HYDROXY-5-NITRO-3-(TRIFLUOROMETHYL)PYRIDINE;5-nitro-3-(trifluoromethyl)pyridin-2-ol;5-Nitro-3-(trifluoromethyl)pyridin-2(1H)-one;5-nitro-3-(trifluoromethyl)-1H-pyridin-2-one;2(1H)-Pyridinone, 5-nitro-3-(trifluoromethyl)-;MFCD00276983;5-nitro-3-(trifluoromethyl)-2(1H)-Pyridinone;5-Nitro-3-trifluoromethyl-1H-pyridin-2-one;SCHEMBL909616;SCHEMBL14959667;DTXSID10379375;BCP10216;CS-M3575;RB1055;AKOS015856409;AKOS025117306;GS-6645;MB01148;PS-6647;5-Nitro-3-trifluoromethyl-pyridin-2-ol;AC-22598;SY018982;A5939;AM20070177;FT-0612557;EN300-109594;5-Nitro-3-(trifluoromethyl)pyridin-2-ol, 95%;J-509651;Z1269121238;3-NITRO-5-TRIFLUOROMETHYL-2-PYRIDINONE

Chemical Property of 2-Hydroxy-5-nitro-3-(trifluoromethyl)pyridine

Chemical Property:

• Melting Point: 158 °C
• Boiling Point: 345.465 °C at 760 mmHg
• PKA: 5.71±0.10(Predicted)
• Flash Point: 162.732 °C
• PSA: 78.94000
• Density: 1.646 g/cm³
• LogP: 2.23740
• Storage Temp.: Inert atmosphere,Room Temperature
• XLogP3: 0.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 0
• Exact Mass: 208.00957645
• Heavy Atom Count: 14
• Complexity: 350

Purity/Quality:

99% ^*data from raw suppliers

2-Hydroxy-5-nitro-3-(trifluoromethyl)pyridine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=C(C(=O)NC=C1[N+](=O)[O-])C(F)(F)F

Technology Process of 2-Hydroxy-5-nitro-3-(trifluoromethyl)pyridine

There total 4 articles about 2-Hydroxy-5-nitro-3-(trifluoromethyl)pyridine 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: 94.0%

3-(trifluoromethyl)pyridin-2-ol (22245-83-6) → 2-hydroxyl-5-nitro-3-(trifluoromethyl)pyridine (99368-66-8)

Guidance literature:

With sulfuric acid; nitric acid; at -10 - 40 ℃; for 6h;

DOI:10.1016/j.ejmech.2020.112196

Reference yield: 67.0%

3-(trifluoromethyl)pyridine-2-(1H)-one (22245-83-6) → 5-nitro-3-(trifluoromethyl)pyridine-2-(1H)-one (99368-66-8)

Guidance literature:

With sulfuric acid; nitric acid; at 50 ℃; for 5h;

Reference yield:

2-hydroxy-3-trifluoromethyl-5-(iodo)pyridine (887707-23-5) → 2-hydroxyl-5-nitro-3-(trifluoromethyl)pyridine (99368-66-8)

Guidance literature:

With sulfuric acid; nitric acid; at 0 - 50 ℃; for 5h;

upstream raw materials:

3-(trifluoromethyl)pyridin-2-ol

2-hydroxy-3-trifluoromethyl-5-(iodo)pyridine

3-(trifluoromethyl)pyridine-2-(1H)-one

2-chloro-3-trifluoromethyl-pyridine

Downstream raw materials:

methyl-phenyl-carbamic acid 5-nitro-3-trifluoromethyl-pyridin-2-yl ester

6-chloro-5-(trifluoromethyl)pyridin-3-amine

6-chloro-5-(trifluoromethyl)pyridine-3-sulfonyl chloride

5-isothiocyanato-3-(trifluoromethyl)pyridine-2-carbonitrile

Refernces

• 1、 Bian, Jinlei,Chen, Xijing,Du, Qianming,Ge, Raoling,Li, Yan,Li, Zhiyu,Lu, Xiaoyu,Meng, Ying,Wang, Jubo,Wu, Hongxi,Xu, Xi,Xue, Siqi,Yang, Yong,Zhao, Zhili. "Discovery of pyridine tetrahydroisoquinoline thiohydantoin derivatives with low blood-brain barrier penetration as the androgen receptor antagonists". . . Retrieved 2020/03/11.
• 2、 Pang, Xuehai,Wang, Yingwei,Chen, Yuanwei. "Design, synthesis, and biological evaluation of deuterated apalutamide with improved pharmacokinetic profiles". supporting information. p. 2803 - 2806. Retrieved 2017/05/29.