1202645-17-7

Basic information

• Product Name: (E)-tert-butyl 3-((diMethylaMino)Methylene)-4-oxopiperidine-1-carboxylate
• Synonyms: (E)-tert-butyl 3-((diMethylaMino)Methylene)-4-oxopiperidine-1-carboxylate;tert-butyl(E)-3-((dimethylamino)methylene)-4-oxopiperidine-1-carboxylate;EOS-60914
• CAS NO: 1202645-17-7
• Molecular Formula: C13H22N2O3
• Molecular Weight: 254.32538
• Mol File: 1202645-17-7.mol
• Article Data: 51

Chemical Properties

• Boiling Point: 357.9±42.0 °C(Predicted)
• Appearance: /
• Density: 1.144±0.06 g/cm3(Predicted)
• PKA: 5.07±0.20(Predicted)
• CAS DataBase Reference: (E)-tert-butyl 3-((diMethylaMino)Methylene)-4-oxopiperidine-1-carboxylate(CAS DataBase Reference)
• NIST Chemistry Reference: (E)-tert-butyl 3-((diMethylaMino)Methylene)-4-oxopiperidine-1-carboxylate(1202645-17-7)
• EPA Substance Registry System: (E)-tert-butyl 3-((diMethylaMino)Methylene)-4-oxopiperidine-1-carboxylate(1202645-17-7)

Safety Data

• Hazardous Substances Data: 1202645-17-7(Hazardous Substances Data)

Usage

General Description

(E)-tert-butyl 3-((diMethylaMino)Methylene)-4-oxopiperidine-1-carboxylate is a chemical compound with the molecular formula C13H24N2O3. It is a piperidine derivative with a tert-butyl group and a methylamino group attached to the carbon backbone. (E)-tert-butyl 3-((diMethylaMino)Methylene)-4-oxopiperidine-1-carboxylate is often used in organic synthesis as a reagent or intermediate in the production of pharmaceuticals and agrochemicals. It is a yellowish liquid with a slightly fruity odor and is soluble in organic solvents such as ether and chloroform. It should be handled with care due to its potential for causing skin and eye irritation, and it should only be used in a well-ventilated area with appropriate personal protective equipment.

Upstream product

• 79099-07-3 N-tert-butyloxycarbonylpiperidin-4-one 
• 68-12-2 N,N-dimethyl-formamide 
• 127-19-5 N,N-dimethyl acetamide 
• 4637-24-5 N,N-dimethyl-formamide dimethyl acetal 
• 5815-08-7 tert-Butoxybis(dimethylamino)methane 
• 1188-33-6 N,N-dimethylformamide diethyl diacetal 

Downstream Products

• 192869-49-1 tert-butyl-7,8-dihydropyrido[4,3-d]pyrimidin-6(5H)-carboxylate 
• 1454656-61-1 6-(2-methanesulfinyl-7,8-dihydro-5H-pyrido[4,3-d]pyrimidin-6-yl)-pyridine-2-carboxylic acid (4-isopropyl-phenyl)-amide 
• 1454656-47-3 6-{2-amino-5,6,7,8-tetrahydropyrido[4,3-d]pyrimidin-6-yl}-N-[4-(isopropyl)phenyl]pyridine-2-carboxamide 
• 1454656-60-0 N-(4-isopropylphenyl)-6-[2-(methylthio)-7,8-dihydropyrido[4,3-d]pyrimidin-6(5H)-yl]pyridine-2-carboxamide 
• 1454657-51-2 methyl-4-methyl-3-[2-(methylsulfanyl)-5,6,7,8-tetrahydropyrido[4,3-d]pyrimidin-6-yl]benzoate 
• 1454656-93-9 3-[2-(methylthio)-7,8-dihydropyrido[4,3-d]pyrimidin-6(5H)-yl]-N-[3-(trifluoromethyl)phenyl]benzamide 
• 1454656-96-2 N-(3-isopropylphenyl)-4-methyl-3-[2-(methylthio)-7,8-dihydropyrido[4,3-d]pyrimidin-6(5H)-yl]benzamide 
• 1454657-06-7 3-(7,8-dihydropyrido[4,3-d]pyrimidin-6(5H)-yl)-N-[3-(trifluoromethyl)phenyl]benzamide 
• 869198-95-8 2-amino-7,8-dihydropyrido[4,3-d]pyrimidin-6(5H)-carboxylic acid tert-butyl ester 
• 230301-11-8 1,4,6,7-tetrahydro-pyrazolo[4,3-c]pyridine-5-carboxylic acid tert-butyl ester 
• 100501-57-3 tert-butyl 2-methyl-6,7-dihydro-2H-pyrazolo(4,3-c)pyridine-5(4H)-carboxylate 

Relevant articles and documents

A knowledge-based, structural-aided discovery of a novel class of 2-phenylimidazo[1,2-a]pyridine-6-carboxamide H-PGDS inhibitors

Through an internal virtual screen at GlaxoSmithKline a distinct class of 2-phenylimidazo[1,2-a]pyridine-6-carboxamide H-PGDS inhibitors were discovered. Careful evaluation of crystal structures and SAR led to a novel, potent, and orally active imidazopyridine inhibitor of H-PGDS, 20b. Herein, describes the identification of 2 classes of inhibitors, their syntheses, and their challenges.

Selective α-Methylation of Ketones

The convenient and scalable preparative approach for the two-step α-methylation of ketones is described. The optimized protocols for regioselective preparation of enaminones with further diastereoselective and functional groups tolerant hydrogenation to α-methylketones are developed. The scope and limitations of the proposed methodology are discussed. The advantages compared to known procedures are demonstrated. The unexpected role of acetone in the hydrogenation is suggested. The evaluation of the method for both early building block synthesis and late-stage CH-functionalization is shown. The elaborate procedures' preparability and scalability are demonstrated by the synthesis of several α-methyl ketones up to 100 g amount.

Discovery of IDO1 inhibitors containing a decahydroquinoline, decahydro-1,6-naphthyridine, or octahydro-1H-pyrrolo[3,2-c]pyridine scaffold

A series of IDO1 inhibitors containing a decahydroquinoline, decahydro-1,6-naphthyridine, or octahydro-1H-pyrrolo[3,2-c]pyridine scaffold were identified with good cellular and human whole blood activity against IDO1. These inhibitors contain multiple chiral centers and all diastereomers were separated. The absolute stereochemistry of each isomers were not determined. Compounds 15 and 27 stood out as leads due to their good cellular as well as human whole blood IDO1 inhibition activity, low unbound clearance, and reasonable mean residence time in rat cassette PK studies.