695-85-2

Basic information

• Product Name: Pyrimidine, 4-chloro-5-methoxy- (6CI,7CI,8CI,9CI)
• Synonyms: Pyrimidine, 4-chloro-5-methoxy- (6CI,7CI,8CI,9CI);4-Chloro-5-methoxypyrimidine
• CAS NO: 695-85-2
• Molecular Formula: C5H5ClN2O
• Molecular Weight: 144.561
• Product Categories: PYRIMIDINE
• Mol File: 695-85-2.mol

Chemical Properties

• Melting Point: 63-64℃
• Boiling Point: 221.9ºC at 760 mmHg
• Flash Point: 88ºC
• Appearance: /
• Density: 1.292g/cm3
• Vapor Pressure: 0.155mmHg at 25°C
• Refractive Index: 1.52
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• PKA: 0.17±0.16(Predicted)
• CAS DataBase Reference: Pyrimidine, 4-chloro-5-methoxy- (6CI,7CI,8CI,9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: Pyrimidine, 4-chloro-5-methoxy- (6CI,7CI,8CI,9CI)(695-85-2)
• EPA Substance Registry System: Pyrimidine, 4-chloro-5-methoxy- (6CI,7CI,8CI,9CI)(695-85-2)

Safety Data

• Hazardous Substances Data: 695-85-2(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
Pyrimidine, 4-chloro-5-methoxy(6CI,7CI,8CI,9CI) is used as a key intermediate in the synthesis of various pharmaceuticals for its unique chemical properties. Its presence in the molecular structure of these drugs can contribute to their therapeutic effects and pharmacological profiles.
Used in Agrochemical Industry:
In the agrochemical industry, Pyrimidine, 4-chloro-5-methoxy(6CI,7CI,8CI,9CI) is utilized as a building block in the development of agrochemicals, such as pesticides and herbicides. Its specific functional groups allow for the creation of compounds that can effectively target and control pests and weeds in agricultural settings.
Used in Organic Synthesis:
Pyrimidine, 4-chloro-5-methoxy(6CI,7CI,8CI,9CI) serves as an important intermediate in organic synthesis, enabling the creation of a wide range of chemical compounds with diverse applications. Its versatility in chemical reactions makes it a valuable component in the synthesis of various organic molecules for research and industrial purposes.

InChI:InChI=1/C5H5ClN2O/c1-9-4-2-7-3-8-5(4)6/h2-3H,1H3

Upstream product

• 695-87-4 5-methoxypyrimidin-4-ol 
• 19646-07-2 2,4-dichloro-5-methoxypyrimidine 
• 695-87-4 5-methoxy-4(3H)-pyrimidinone 

Downstream Products

• 1383663-92-0 4-(4-t-butylbenzyloxy)-5-methoxypyrimidine 
• 695-86-3 amino-4 methoxy-5 pyrimidine 
• 141071-88-7 4-(5-Methoxy-4-pyrimidinyl)-2-methylpiperazine 
• 151140-96-4 avitriptan 
• 141071-86-5 5-methoxy-4-piperazin-1-yl-pyrimidine 

Relevant articles and documents

PYRIMIDINE AND TRIAZINE DERIVATIVES AND THEIR USE AS AXL INHIBITORS

Compounds of the general formula(I): (I) processes for the preparation of these compounds, compositions containing these compounds, and the uses of these compounds.

Development of a Scalable Synthesis of 4-Aminopyrimidin-5-ol, a Versatile Intermediate

A robust process for the preparation of multigram quantities of 4-aminopyrimidin-5-ol (5) in good yield from an inexpensive and readily available pyrimidine starting material is described. An initial evaluation of the reported literature route for this material utilizing a de novo pyrimidine synthesis provided safety concerns over the scalability of several intermediates. In addition, a number of steps proceeded in mediocre yield, and involved chromatographic separations for the desired products. The newly developed route mitigates the safety concerns, reduces the number of steps from five to three, avoids column chromatography, leads to an 8-fold improvement in yield, and utilizes reagents, which are recognized to be more environmentally benign.

NaBH4-TMEDA and a palladium catalyst as efficient regio- and chemoselective system for the hydrodehalogenation of halogenated heterocycles

The pair NaBH4-TMEDA as hydride source and a palladium catalyst in THF prove to be an efficient system for the hydrodehalogenation of halogenated heterocycles with one or more heteroatoms. In general, Pd(OAc) 2-PPh3 rapidly hydrodehalogenates reactive halo-heterocycles such as bromo-pyridines, -quinolines, -thiophenes, -indoles, -imidazoles, etc., at room temperature in very good yields, whereas in most cases PdCl2(dppf) reduces less reactive halides such as chloro-pyridines, -quinolines, -pyrimidines and bromo-indoles, -benzofurans, etc. Moreover, PdCl2(tbpf) shows to be even more active removing the 2- and 5-chlorine from both thiophene and thiazole rings. The reaction conditions tolerate various functional groups, allowing highly chemoselective reactions in the presence of halide, ester, alkyne, alkene and nitrile substituents. Moreover, with a proper selection of the catalyst it is also possible to obtain a good control in the regioselective hydrodehalogenation of a variety of polyhalogenated substrates.

Chiral 3-(4,5-dihydrooxazol-2-yl)phenyl alkylcarbamates as novel FAAH inhibitors: Insight into FAAH enantioselectivity by molecular docking and interaction fields

Fatty acid amide hydrolase (FAAH) and monoglyceride lipase (MGL) are the main enzymes responsible for the hydrolysis of endogenous cannabinoids N-arachidonoylethanolamide (AEA) and 2-arachidonoylglycerol (2-AG), respectively. Phenyl alkylcarbamates are FA

ARYL-ALKYNE COMPOUNDS AS HERBICIDES

Compounds of formula (I) wherein Q is a group formula (II), (III); Z is=N-, formula (IV) or =C(R2)-; n is 0, 1, 2 or 3; R3 or R4 are each independently of the other hydrogen, alogen, -CN, C1-C4alkyl o

An efficient Fischer indole synthesis of avitriptan, a potent 5-HT(1D) receptor agonist

An efficient synthesis of antimigraine drug candidate avitriptan (1, BMS 180048) is reported. The key step is a two-phase Fischer indolization reaction between hydrazine 6 and 5-chlorovaler-aldehyde, 20, to give the chloropropylindole 35, which is susceptible to acid-catalyzed degradation under the reaction conditions required for its formation. Sequential coupling of 35 with piperazine, 26, and 4-chloro-5-methoxypyrimidine, 24, gives the title compound in 40-45% overall yield. Significant improvements in the syntheses of the known starting materials, hydrazine 6, 5- chlorovaleraldehyde, 20, and 4-chloro-5-methoxypyrimidine, 24, were also achieved.

Process for large-scale production of indolyl alkyl pyrimidinyl piperazine compounds

An improved, novel convergent process suitable for large scale preparation of the antimigraine agent 4-(5-methoxy-4-pyrimidinyl)-1-[3-[5-[[(methylamino)sulfonyl]methyl]-1H-indol-3-yl]propyl]piperazine (BMS 180048) and close analogs. The improved process provides efficiencies in handling, purification, and product yield and involves a novel heteroannulation reaction that provides the indole ring moiety and propylpiperazinyl-pyrimidine backbone in a single step.