4-Methyl-3-((4-(pyridin-3-yl)pyrimidin-2-yl)amino)benzoic acid

Base Information

• Chemical Name: 4-Methyl-3-((4-(pyridin-3-yl)pyrimidin-2-yl)amino)benzoic acid
• CAS No.: 641569-94-0
• Molecular Formula: C17H14N4O2
• Molecular Weight: 306.324
• Hs Code.: 2933990090
• European Community (EC) Number: 629-968-8
• UNII: TQ9WCS4PF0
• DSSTox Substance ID: DTXSID90439380
• Wikidata: Q72496883
• Mol file: 641569-94-0.mol

Synonyms:641569-94-0;4-Methyl-3-((4-(pyridin-3-yl)pyrimidin-2-yl)amino)benzoic acid;4-Methyl-3-[[4-(3-pyridinyl)-2-pyrimidinyl]amino]benzoic acid;4-methyl-3-[(4-pyridin-3-ylpyrimidin-2-yl)amino]benzoic Acid;4-methyl-3-((4-(3-pyridinyl)-2-pyrimidinyl)amino)benzoic acid;TQ9WCS4PF0;Benzoic acid, 4-methyl-3-[[4-(3-pyridinyl)-2-pyrimidinyl]amino]-;4-methyl-3-{[4-(pyridin-3-yl)pyrimidin-2-yl]amino}benzoic acid;MFCD11521324;4-Methyl-3-((4-(3-pyridyl)pyrimidin-2-yl)amino)benzoic acid;4-methyl-3-[[4-(3-pyridyl)pyrimidin-2-yl]amino]benzoic acid;Benzoic acid, 4-methyl-3-((4-(3-pyridinyl)-2-pyrimidinyl)amino)-;4-Methyl-3-[[4-(pyridin-3-yl)pyrimidin-2-yl]amino]benzoic Acid;UNII-TQ9WCS4PF0;SCHEMBL533540;DTXSID90439380;LDLZPHLSVKGFSC-UHFFFAOYSA-N;4-Methyl-3-((4-(pyridin-3-yl)pyrimidin-2-yl)amino)benzoicacid;BCP04528;AKOS015888621;AC-8510;PS-7101;SB57892;A8804;AM20090654;CS-0009198;FT-0655847;4-(5-amino-6-hydroxy-2-benzoxazolyl)-benzoicacid;Nilotinib hydrochloride monohydrate impurity D [EP];Q-101350;4-methyl-3-(4-(pyridine-3-yl)pyrimidin-2-ylamino)benzoic acid;4-methyl-3-(4-pyridin-3-yl-pyrimidin-2-ylamino)-benzoic acid;4-methyl-3-[[4-(3-pyridinyl)-2-pyrimidinyl]amino]-benzoic acid;NILOTINIB HYDROCHLORIDE MONOHYDRATE IMPURITY D [EP IMPURITY];4-methyl-3-(4-(pyridin-3-yl)pyrimidin-2-ylamino)benzoic acid;Nilotinib Hydrochloride Monohydrate Impurity D;Nilotinib Impurity D

Chemical Property of 4-Methyl-3-((4-(pyridin-3-yl)pyrimidin-2-yl)amino)benzoic acid

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.676
• Boiling Point: 587.927 °C at 760 mmHg
• PKA: 4.35±0.10(Predicted)
• Flash Point: 309.367 °C
• PSA: 88.00000
• Density: 1.336 g/cm³
• LogP: 3.36180
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• Solubility.: DMSO (Slightly), Methanol (Slightly, Heated)
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 4
• Exact Mass: 306.11167570
• Heavy Atom Count: 23
• Complexity: 406

Purity/Quality:

99%min. ^*data from raw suppliers

4-Methyl-3-[[4-(3-pyridinyl)-2-pyrimidinyl]amino]benzoicacid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C(C=C(C=C1)C(=O)O)NC2=NC=CC(=N2)C3=CN=CC=C3
• Uses: 4-Methyl-3-[[4-(3-pyridinyl)-2-pyrimidinyl]amino]benzoic acid is used in the preparation of (pyridinyl)-N-[(triazolyl)phenyl]pyrimidinamine derivatives and (pyridinyl)-N-[oxadiazolyl)phenyl]pyrimidinamine derivatives, and can be used in the detection of their activity as antileukemia agents (neoplastic stem cell leukemia). 4-Methyl-3-[[4-(3-pyridinyl)-2-pyrimidinyl]amino]benzoic acid is also a Nilotinib (N465300) intermediate, which might be useful in treatment of chronic myelogenous leukemia.

Technology Process of 4-Methyl-3-((4-(pyridin-3-yl)pyrimidin-2-yl)amino)benzoic acid

There total 30 articles about 4-Methyl-3-((4-(pyridin-3-yl)pyrimidin-2-yl)amino)benzoic acid 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: 92.0%

4-methyl-3-((4-(pyridin-3-yl)pyrimidin-2-yl)amino)benzonitrile → 4-methyl-3-{[4-(pyridin-3-yl)pyrimidin-2-yl]amino}benzoic acid (641569-94-0)

Guidance literature:

With water; sodium hydroxide; In ethanol; at 100 ℃; for 5h;

Reference yield: 90.0%

butyl 4-methyl-3-((4-(pyridin-3-yl)pyrimidin-2-yl)amino)benzoate → 4-methyl-3-{[4-(pyridin-3-yl)pyrimidin-2-yl]amino}benzoic acid (641569-94-0)

Guidance literature:

With water; lithium hydroxide; In tetrahydrofuran; methanol; at 20 ℃; for 12h;

Reference yield: 87.0%

N-(2-methyl-5-nitrophenyl)guanidinium hydrochloride (1207534-99-3) + 3-(N,N-dimethylamino)-1-(pyridin-3-yl)prop-2-en-1-one (55314-16-4,75415-01-9,123367-26-0) → 4-methyl-3-{[4-(pyridin-3-yl)pyrimidin-2-yl]amino}benzoic acid (641569-94-0)

Guidance literature:

N-(2-methyl-5-nitrophenyl)guanidinium hydrochloride; 3-(N,N-dimethylamino)-1-(pyridin-3-yl)prop-2-en-1-one; With potassium carbonate; In propan-1-ol; for 24h; Reflux;

With sodium hydroxide; In propan-1-ol;

With hydrogenchloride; In propan-1-ol;

DOI:10.1039/c6ra09812f

upstream raw materials:

4-methyl-3-[[4-(3-pyridyl)-2-pyrimidinyl]amino]benzoic acid ethyl ester

methyl 4-methyl-3 -[[4-(pyridin-3-yl)pyrimidin-2-yl]amino]benzoate

3-guanidino-4-methylbenzoic acid methyl ester

3-(N,N-dimethylamino)-1-(pyridin-3-yl)prop-2-en-1-one

Downstream raw materials:

3-(4-(pyridin-3-yl)pyrimidin-2-ylamino)-N-(3,4-dihydro-3-oxo-2H-benzo[b][1,4]oxazin-6-yl)-4-methylbenzamide trifluoroacetate

[2-methyl-5-(6-trifluoromethyl-1H-benzoimidazol-2-yl)-phenyl]-(4-pyridin-3-yl-pyrimidin-2-yl)-amine

C₃₄H₃₅F₃N₆O₅

4-methyl-N-(prop-2-ynyl-3-(4-pyridin-3-yl)pyrimidin-2-ylamino)benzamide

Refernces

• 1、 Qiu, Qianqian,Zou, Feng,Li, Huilan,Shi, Wei,Zhou, Daoguang,Zhang, Ping,Li, Teng,Yin, Ziyu,Cai, Zilong,Jiang, Yuxuan,Huang, Wenlong,Qian, Hai. "Structure-Based Discovery of Pyrimidine Aminobenzene Derivatives as Potent Oral Reversal Agents against P-gp- And BCRP-Mediated Multidrug Resistance". . p. 6179 - 6197. Retrieved 2021/06/01.
• 2、 -. "MANUFACTURING METHOD OF BENZOIC ACID COMPOUND". Paragraph 0073-0076. . Retrieved 2020/02/18.