68981-86-2

Usage

Uses

Used in Pharmaceutical Industry:
4,5-Dihydro-4,4-dimethyl-2-(3-pyridyl)oxazole is used as a key intermediate for the synthesis of various pharmaceuticals, contributing to the development of biologically active compounds that can be employed for therapeutic purposes.
Used in Agrochemical Industry:
In the agrochemical sector, 4,5-Dihydro-4,4-dimethyl-2-(3-pyridyl)oxazole is utilized as a building block in the creation of agrochemicals, playing a crucial role in the synthesis of compounds that can be used for agricultural applications, such as pest control and crop protection.
Used in Medicinal Chemistry Research:
4,5-DIHYDRO-4,4-DIMETHYL-2-(3-PYRIDYL)OXAZOLE is used as a research tool in medicinal chemistry, aiding scientists in understanding the structure-activity relationships of potential drug candidates and facilitating the design of new therapeutic agents.
Used in Drug Discovery:
4,5-Dihydro-4,4-dimethyl-2-(3-pyridyl)oxazole is employed in drug discovery processes, where its unique structural features are leveraged to create novel molecules with potential applications in treating various diseases and medical conditions.

InChI:InChI=1/C10H12N2O/c1-10(2)7-13-9(12-10)8-4-3-5-11-6-8/h3-6H,7H2,1-2H3

Upstream product

• 59-67-6 nicotinic acid 
• 124-68-5 2-Amino-2-methyl-1-propanol 
• 626-55-1 3-Bromopyridine 
• 30093-99-3 4,4-dimethyl-2-oxazoline 
• 129665-83-4 Li(4,4-dimethyl-2-oxazolinyl) 
• 68981-81-7 3-(4,4-dimethyloxazolin-2-yl)-4-t-butyl-1,4-dihydropyridine 
• 93-60-7 methyl 3-pyridinecarboxylate 
• 20260-53-1 pyridine-3-carbonyl chloride hydrochloride 
• 100-54-9 pyridine-3-carbonitrile 

Downstream Products

• 70646-97-8 [3-(4,4-dimethyl-4,5-dihydro-oxazol-2-yl)-pyridin-4-yl]-phenyl-methanol 
• 68981-78-2 3-(4,5-dihydro-4,4-dimethyl-2-oxazolyl)-1,4-dihydro-4-phenylpyridine 
• 68981-85-1 3-(4',4'-dimethyl-4',5'-dihydro-oxazol-2'-yl)-4-phenylpyridine 
• 87902-89-4 2-phenyl-5-(4,4-dimethyl-3-oxazolinyl)pyridine 
• 96090-39-0 2-[5-(4,4-Dimethyl-4,5-dihydro-oxazol-2-yl)-1,2-dihydro-pyridin-2-yl]-N-phenyl-acetamide 
• 87902-86-1 3-(4,4-Dimethyl-2-oxazolinyl)-4-(2,3-dimethoxyphenyl)pyridine 
• 87902-87-2 2-(2,3-Dimethoxyphenyl)-5-(4,4-dimethyl-2-oxazolinyl)pyridine 
• 87902-88-3 4-(2,3-Dimethoxy-phenyl)-5-(4,4-dimethyl-4,5-dihydro-oxazol-2-yl)-1,2,3,4-tetrahydro-pyridine 
• 87902-93-0 3-(4,4-dimethyl-2-oxazolinyl)-4-<2-(methoxymethoxy)-3-methoxyphenyl>pyridine 
• 87902-94-1 2-<2-(methoxymethoxy)-3-methoxyphenyl>-3-(4,4-dimethoxy-2-oxazolinyl)pyridine 
• 87902-92-9 3-(4,4-dimethyl-2-oxazolinyl)-4-<2-(methoxymethoxy)-3-methoxyphenyl>-1,4-dihydropyridine 
• 68981-84-0 3-(4',4'-dimethyl-4',5'-dihydro-oxazol-2'-yl)-4-methylpyridine 
• 70647-05-1 4-phenylpyridine-3-carboxylic acid methyl ester 
• 40541-76-2 Ethyl 4-phenylpyridine-3-carboxylate 

Relevant academic research and scientific papers

Secondary Phosphine Oxide Preligands for Palladium-Catalyzed C–H (Hetero)Arylations: Efficient Access to Pybox Ligands

C–H arylations of oxazolines were accomplished with a well-defined palladium catalyst derived from a secondary bisdiamantyl phosphine oxide. The single-component secondary phosphine oxide (SPO)-palladium complex enabled C–H activations with aryl bromides

A novel and chemoselective synthesis of 2-aryloxazolines and bis-oxazolines catalyzed by Bi(III) salts

Different arylnitriles react with β-aminoalcohols in the presence of catalytic amounts of Bi(III) salts such as Bi(TFA)3, Bi(OTf) 3 and BiOClO4·XH2O producing the corresponding 2-aryl-oxazolines in high yields. Selective synthesis of mono- and bis-oxazolines from dicyanobenzenes and selective conversion of arylnitriles to their 2-oxazolines in the presence of alkylnitriles can be considered as noteworthy advantages of this method. Georg Thieme Verlag Stuttgart.

Direct synthesis of 2-oxazolines from carboxylic acids using 2-chloro-4,6-dimethoxy-1,3,5-triazine under mild conditions

2-Acyloxy-4,6-dimethoxy-1,3,5-triazines obtained from carboxylic acids and 2-chloro-4,6-dimethoxy-1,3,5-triazine were subsequently treated with 2-amino-2-methyl-1-propanol to afford the corresponding 2-oxazolines in excellent yield at room temperature.

Natural Kaolinitic clay catalyzed conversion of nitriles to 2-oxazolines

Natural Kaolinitic clay has been found effective as catalyst in the conversion of aromatic and aliphatic nilriles with 1,2-aminoalcohol to 2-oxazolines (56-96%, yield).

The direct synthesis of 2-Oxazolines from carboxylic esters using lanthanide chloride as catalyst

Using catalytic amounts of lanthanide III (Ln = La, Sm) chlorides and amino alkoxides as reagents, an one-pot direct synthesis for 2-oxazolines, in good yield, from carboxylic esters has been developed.

A simple synthesis of Δ2-oxazolines, Δ2-oxazines, Δ2-thiazolines and 2-substituted benzoxazoles

Carboxylic acids react readily at 0° ← + 24°C with amino alcohols, amino mercaptans and o-aminophenols in the presence of triphenylphosphine- or tributylphosphine dichloride (generated in situ from the reaction of the phosphines with hexacholoroethane or CCl4) and triethylamine in acetonitrile to form the corresponding Δ2-oxazolines, Δ2-oxazines, Δ2-thiazolines and 2-substituted benzoxazoles in one reaction step in yields of up to 80%.

1,2,3-Triazole and tetrazole substituted piperidine or tetrahydropyridine compounds useful as acetylcholine agonists

The present invention relates to novel compounds of the following formula, where the dotted line designates an optional bond: STR1 wherein "het" designates a five membered heterocyclic ring which may include 1 or 2 double bonds and 1-4 heteroatoms selected from nitrogen, oxygen or sulphur, provided that "het" may not designate a 1,2,4- or 1,3,4-oxadiazole; R1 is selected from hydrogen, lower alkyl, optionally substituted with phenyl which may be substituted with halogen, lower alkyl, or lower alkoxy, or a group R6 --CO--NH--CH2 -- or R6 --O--CO--, wherein R6 is lower alkyl, branched or unbranched, or phenyl optionally substituted with halogen, trifluoromethyl, lower alkyl, hydroxy, lower alkoxy, or lower acyloxy; R2 and R3 are the same or different, each representing hydrogen, lower alkyl, cycloalkyl (3-6 C-atoms), lower alkenyl, lower alkadienyl, lower alkynyl, optionally substituted with hydroxy, halogen or phenyl, in which the phenyl group may be substituted with halogen, trifluoromethyl, lower alkyl, hydroxy or lower alkoxy; R2 and R3 may further, respectively, be selected from trifluoromethyl or phenyl optionally substituted with halogen, trifluoromethyl, lower alkyl, hydroxy, lower alkoxy or lower acyloxy, or R2 and R3 may, respectively, be a group OR7 or SR7 wherein R7 is defined as R2 or R3, and if "het" includes 2 or more carbon atoms, R4 and R5 are the same or different, and each is defined as R2 or R3, and if "het" includes only one carbon atom, there is only one substituent, R4, on the heterocyclic ring, and R4 is defined as R2 or R3, as well as individual stereo isomers and pharmaceutically acceptable acid addition salts thereof. The invention moreover relates to methods for the preparation of the compounds of formula I, to novel intermediates, to pharmaceutical compositions containing same and to methods for the treatment of disorders, caused by malfunction of the acetylcholine (AcCh) or muscarinic system, by administering a non-toxic effective amount of a compound of formula I.

Palladium-Catalyzed Coupling of Oxazol-2-yl and 2-Oxazolin-2-yltrimethylstannanes with Aromatic Halides. A New Entry to 2-Aryl and 2-Heteroaryl Oxazoles and Oxazolines

4-Methyloxazole and 4,4-dimethyl-2-oxazoline were treated with n-butyllithium and trimethyltin chloride to give the corresponding 2-trimethylstannyl derivatives which in the presence of tetrakis(triphenylphosphine)palladium(0) as a catalyst undergo cross-

MASKED MULTIFUNCTIONALIZATION OF AROMATICS BY PALLADIUM-CATALYZED HALOGEN-OXAZOLINE EXCHANGE

The (Ph3P)4Pd-catalyzed cross-coupling of aryl and heteroaryl halides with 2-(trimethylstannyl)-4,4-dimethyl-2-oxazoline 3 affords aromatic 2-oxazolines 6 in very high yields.

Substitutions on Pyridines Activated by Oxazolines via Nucleophilic Additions or Metalation-Alkylation

Pyridyloxazolines, derived from nicotinic acid or isonicotinic acid, have been shown to metalate at the 4- and 3-positions, respectively.These react with a variety of electrophiles to provide 4- and 3-substituted pyridines in good yield.Alternatively, 3-pyridyloxazolines, when treated with organolithium or Grignard reagents, give addition to the 4-position and provide a series of 4-substituted 1,4-dihydropyridines.