6286-64-2

Usage

Synthesis Reference(s)

Journal of the American Chemical Society, 77, p. 3844, 1955 DOI: 10.1021/ja01619a049

InChI:InChI=1/C10H11NO3/c1-13-8-3-6-4-10(12)11-7(6)5-9(8)14-2/h3,5H,4H2,1-2H3,(H,11,12)

Upstream product

• 73357-18-3 (4,5-dimethoxy-2-nitrophenyl)acetic acid 
• 118109-34-5 (2-amino-4,5-dimethoxy-phenyl)-acetic acid 
• 50546-79-7 (2-amino-4,5-dimethoxy-phenyl)-acetic acid amide 
• 50546-76-4 (4,5-dimethoxy-2-nitro-phenyl)-acetic acid amide 
• 873421-85-3 chloro-(4,5-dimethoxy-2-nitro-phenyl)-acetic acid amide 
• 5415-53-2 ethyl 2-(4,5-dimethoxy-2-nitrophenyl)acetate 
• 121989-31-9 1,5,6-TRIMETHOXYINDOLIN-2-ONE 
• 93-40-3 (3,4-Dimethoxyphenyl)acetic acid 
• 18066-68-7 ethyl 3,4-dimethoxyphenylacetate 
• 15936-99-9 Ethyl-2-amino-4,5-dimethoxyphenylacetat 
• 33793-80-5 2-(3,4-dimethoxyphenyl)acetylhydroxamic acid 
• 5663-56-9 2-(3,4-dimethoxyphenyl)acetamide 
• 121989-26-2 2-(3,4-Dimethoxy-phenyl)-N-methoxy-acetamide 

Downstream Products

• 802294-64-0 propionic acid 
• 144-62-7 oxalic acid 
• 64-19-7 acetic acid 
• 298-12-4 Glyoxilic acid 
• 2043-61-0 cyclohexanecarbaldehyde 
• 91-52-1 2,4 dimethoxybenzoic acid 
• 59699-64-8 5,6-dimethoxy-3-veratrylidene-indolin-2-one 
• 100-52-7 benzaldehyde 
• 114742-68-6 3-(3,4-dichlorobenzylidene)-5,6-dimethoxy-oxindole 
• 3347-99-7 4-methyl isophthalic acid 
• 610-72-0 2,5-dimethylbenzoic acid 
• 649758-61-2 RPI-1 
• 946618-67-3 C₂₅H₂₃N₃O₅ 
• 946618-68-4 C₂₆H₂₆N₄O₄ 

Relevant academic research and scientific papers

Room Temperature Benzofused Lactam Synthesis Enabled by Cobalt(III)-Catalyzed C(sp2)?H Amidation

Benzofused lactams, especially indolin-2-one and dihydroquinolin-2-one are popular structural motives in durgs and natural products. Herein, we developed a room temperature and robust synthesis of benzofused lactams through cobalt(III)-catalyzed C(sp

Synthesis of Lactams via Ir-Catalyzed C-H Amidation Involving Ir-Nitrene Intermediates

x-membered lactams were synthesized via either an amidation of sp3 C-H bonds or an electrophilic substitution of arenes via Ir-nitrene intermediates. With the employment of a readily available iridium catalyst in dichloromethane or hexafluoro-2-propanol, a wide range of lactams were synthesized in good to excellent yields with high selectivity.

NURR1 RECEPTOR MODULATORS

Described herein, inter alia, are Nurr1 receptor modulators and uses thereof. In an aspect is provided a method for treating a disease associated with dysregulation and/or degeneration of dopaminergic neurons in the central nervous system of a subject in need thereof, the method including administering to the subject in need thereof a therapeutically effective amount of a compound described herein.

METHOD FOR PRODUCING LACTAM COMPOUND, AND LACTAM COMPOUND PRODUCED THEREBY

The present invention relates to a method for producing a lactam compound from dioxazolone in the presence of a catalyst having a particular ligand, and to a lactam compound produced thereby, and can produce a lactam compound with excellent selectivity and an excellent yield by using the combination of a starting material having a particular functional group and a particular catalyst having a particular ligand.

Selective formation of γ-lactams via C-H amidation enabled by tailored iridium catalysts

Intramolecular insertion of met al nitrenes into carbon-hydrogen bonds to form γ-lactam rings has traditionally been hindered by competing isocyanate formation. We report the application of theory and mechanism studies to optimize a class of pentamethylcyclopentadienyl iridium(III) catalysts for suppression of this competing pathway. Modulation of the stereoelectronic properties of the auxiliary bidentate ligands to be more electron-donating was suggested by density functional theory calculations to lower the C-H insertion barrier favoring the desired reaction. These catalysts transform a wide range of 1,4,2-dioxazol-5-ones, carbonylnitrene precursors easily accessible from carboxylic acids, into the corresponding γ-lactams via sp3 and sp2 C-H amidation with exceptional selectivity. The power of this method was further demonstrated by the successful late-stage functionalization of amino acid derivatives and other bioactive molecules.

INDOLINONE DERIVATIVES AS RECEPTOR TYROSINE KINASE IHIBITORS

Novel derivatives of compound (E)-1,3-dihydro-5,6-dimethoxy-3-[(4-hydroxyphenyl)methylene]-2H-indol-2-one and the use thereof for the preparation of medicaments for the treatment of tumors in which the tyrosine kinase activity proteins Met, PDGF-R, FGF-R1

Indolinone derivatives

Novel derivatives of compound (E)-1,3-dihydro-5,6-dimethoxy-3-[(4-hydroxyphenyl)methylene]-2H-indol-2-one and the use thereof for the preparation of medicaments for the treatment of tumors in which the tyrosine kinase activity proteins Met, PDGF-R, FGF-R1

Electrophilic Aromatic Substitution with N-Methoxy-N-acylnitrenium Ions Generated from N-Chloro-N-methoxyamides: Syntheses of Nitrogen Heterocyclic Compounds Bearing a N-Methoxyamide Group

N-Methoxy-N-acylnitrenium ions (II), generated by treatment of N-chloro-N-methoxyamides with silver carbonate in trifluoroacetic acid, react with arenes to give N-aryl-N-methoxyamides in good yields.In the case of the intramolecular cyclization of N-chloro-N-methoxy-2-phenylacetamides, the mode of cyclization is highly dependent on the nature of ortho or para substituent groups.Nitrenium ions II can primarily attack three positions (C-1, C-2, and C-6) of a phenyl ring.Normally II attack C-6.On the other hand, when the ortho position was occupied with a substituent group, II attacked both C-2 and C-6, in the former case followed by a 1,2-substituent migration, which was proved by a deuterium labeling experiment.Especially, when a methoxy group is substituted on ortho or para position, II attack C-1 due to the effect of the electron-releasing methoxy group to give spiro dienone compounds 39.A general discussion of the utility and mechanistic details of these reactions is presented.