1448-40-4

Upstream product

• 41276-30-6 C₉H₁₄O₃NC₆H₅ 
• 124-42-5 acetamidine hydrochloride 
• 3939-01-3 methyl 1-benzyl-4-oxopiperidine-3-carboxylate hydrochloride 
• 143-37-3 acetamidine 
• 292638-85-8 acrylic acid methyl ester 
• 100-46-9 benzylamine 
• 793-19-1 bis(2-methoxycarbonylethyl)benzylamine 
• 57611-47-9 1-benzyl-4-oxo-piperidine-3-carboxylic acid methyl ester 
• 1454-53-1 ethyl 1-benzyl-4-oxopiperidine-3-carboxylate hydrochloride 

Downstream Products

• 109229-15-4 4-Hydroxy-2-methyl-7,8-dihydro-5H-pyrido[4,3-d]pyrimidine-6-carboxylic acid phenyl ester 
• 119377-16-1 6-Benzyl-4-butoxy-2-methyl-5,6,7,8-tetrahydro-pyrido[4,3-d]pyrimidine 
• 109229-02-9 1-(4-Fluoro-phenyl)-4-(4-hydroxy-2-methyl-7,8-dihydro-5H-pyrido[4,3-d]pyrimidin-6-yl)-butan-1-one 
• 109228-99-1 2-Methyl-4-hydroxy-6-<1,1-bis(4-fluor-phenyl)butyl>-5,6,7,8-tetrahydropyrido<4,3-d>pyrimidin 
• 134201-14-2 C₈H₁₁N₃O 
• 134200-89-8 N-(2,6-Dimethyl-phenyl)-2-(2-methyl-4-oxo-3,5,7,8-tetrahydro-4H-pyrido[4,3-d]pyrimidin-6-yl)-acetamide 
• 109229-02-9 6-[4-(4-Fluoro-phenyl)-4-oxo-butyl]-2-methyl-5,6,7,8-tetrahydro-3H-pyrido[4,3-d]pyrimidin-4-one 
• 134201-14-2 2-methyl-5,6,7,8-tetrahydro-3H-pyrido<4,3-d>pyrimidin-4-one 
• 16952-45-7 2-methyl-3H-pyrido<4,3-d>pyrimidin-4-one 

Relevant academic research and scientific papers

Design and synthesis of tetrahydropyridopyrimidine derivatives as dual GPR119 and DPP-4 modulators

Based on the approach of merged pharmacophores of GPR119 agonists and DPP-4 inhibitors, a series of tetrahydropyridopyrimidine compounds were designed as dual GPR119 and DPP-4 modulators with hypoglycemic activity. Seven fragments extracted from DPP-4 inhibitors were hybridized with the scaffold of tetrahydropyridopyrimidine. Among them, compound 51 displayed most potent GPR119 agonistic activity (EC50 = 8.7 nM) and good inhibition rate of 74.5% against DPP-4 at 10 μM. Furthermore, the blood glucose AUC0-2h of 51 was reduced to 19.5% in the oral glucose tolerance test (oGTT) at the dose of 30 mg/kg in C57BL/6N mice, which was more potent than that of vildagliptin (16.4%) at the same dose. The docking study of compound 51 with DPP-4 indicated GPR119 agonists could inhibit DPP-4 to serve as dual GPR119 and DPP-4 modulators.

PYRIMIDINONE DERIVATIVES AND METHODS OF USE THEREOF

The present invention relates to Pyrimidinone Derivatives, compositions comprising a Pyrimidinone Derivative, and methods of using the Pyrimidinone Derivatives for treating or preventing obesity, diabetes, a metabolic disease, a cardiovascular disease or a disorder related to the activity of GPR119 in a patient.

Tetrahydropyridine (THP) ring expansion under the action of activated terminal alkynes. The first synthesis and X-ray crystal structure of tetrahydropyrimido[4,5-d]azocines

Tetrahydropyridopyrimidines (THPPm) 1-3 underwent tandem cleavage-cyclization piperidine ring enlargement under the action of terminal activated alkynes to produce tetrahydropyrimido[4,5-d]azocines 4-7 in good preparative yields. The latter compounds are representatives of a new heterocyclic system.

Transformations of tetrahydrobenzo[b][1,6]naphthyridines and tetrahydropyrido[4,3-b]pyrimidines under the action of dimethyl acetylene dicarboxylate

10-Cyanotetrahydrobenzo[b][1,6]naphthyridines 3, 4 undergo addition of DMAD, followed by a Stevens rearrangement of the intermediate ylide to yield methyl dioates 8 and 9. An alternative transformation sequence starts with migration of the dimethyl butenedioate anion to the carbon of the CN group, followed by the addition of 1 mol of water, to provide succinates 10 and 11. In contrast, tetrahydropyrido[4,3-b]pyrimidines 5-7 undergo a tandem cleavage process, involving one molecule of solvent. The resulting enamines are easily cleaved by strong acids, to give dihydropyrymidinylethylamines, which are scarcely available by other synthetic means.

Dehydrogenation of 6-Azaquinazoline Derivatives. Formation of Unexpected Quinonediimine Intermediates

2,6-Disubstituted 5,6,7,8-tetrahydropyridopyrimidin-4(3H)-one (6-azaquinazoline) derivatives 7a-e were synthesized from N-substituted 3-methoxycarbonyl-4-piperidones 5a, b and amidines 6a-c.Compounds 7a-d and the debenzylated derivatives 8a-c under

Synthesis of 2,6-disubstituted 4-hydroxy-5,6,7,8-tetrahydropyridopyrimidines

Some 2,6-disubstituted 4-hydroxy-5,6,7,8-tetrahydropyridopyrimidines are synthetized from 1-benzyl-4-piperidon-3-carbonic ester.