4,5,6,7-Tetrahydro-[1,2,3]oxadiazolo[3,4-a]pyridin-8-ium-3-olate

Base Information

• Chemical Name: 4,5,6,7-Tetrahydro-[1,2,3]oxadiazolo[3,4-a]pyridin-8-ium-3-olate
• CAS No.: 105786-95-6
• Molecular Formula: C6H8 N2 O2
• Molecular Weight: 140.14
• Hs Code.: 2934999090
• European Community (EC) Number: 844-437-2
• DSSTox Substance ID: DTXSID20474325
• NSC Number: 24711
• Wikidata: Q72506829
• Mol file: 105786-95-6.mol

Synonyms:105786-95-6;4,5,6,7-Tetrahydro-[1,2,3]oxadiazolo[3,4-a]pyridin-8-ium-3-olate;Tetrahydropyrido[c]sydnone;4,5,6,7-tetrahydrooxadiazolo[3,4-a]pyridin-8-ium-3-olate;4,5,6,7-Tetrahydro-3-hydroxy-[1,2,3]oxadiazolo[3,4-a]pyridin-8-ium inner salt;MFCD13194917;NSC24711;OBCUGZUJWKHNHA-UHFFFAOYSA-N;SCHEMBL2525004;DTXSID20474325;4,5,6,7-tetrahydro[1,2,3]oxadiazolo[3,4-a]pyridin-8-ium-3-olate;NSC-24711;AKOS016003885;AM802879;AS-39678;SY205215;CS-0046948;FT-0706498;EN300-244260;4,5,6,7-tetrahydro[1,2,3]oxadiazolo[3,4-a]pyridin-8-ium 3-olate;4H,5H,6H,7H-8lambda5-[1,2,3]oxadiazolo[3,4-a]pyridin-8-ylium-3-olate

Chemical Property of 4,5,6,7-Tetrahydro-[1,2,3]oxadiazolo[3,4-a]pyridin-8-ium-3-olate

Chemical Property:

• PSA: 52.97000
• LogP: 0.44220
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 140.058577502
• Heavy Atom Count: 10
• Complexity: 131

Purity/Quality:

99%, ^*data from raw suppliers

4,5,6,7-Tetrahydro-3-hydroxy-[1,2,3]oxadiazolo[3,4-a]pyridin-8-iumInnerSalt ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC[N+]2=NOC(=C2C1)[O-]
• Uses: 4,5,6,7-Tetrahydro-3-hydroxy-[1,2,3]oxadiazolo[3,4-a]pyridin-8-ium Inner Salt is a useful synthetic intermediate. It is used to prepare fused bicyclic heterocycles as potent and selective 5-HT2A receptor antagonists for the treatment of insomnia. It is also used to synthesize β-?Lactamase Inhibitors.

Technology Process of 4,5,6,7-Tetrahydro-[1,2,3]oxadiazolo[3,4-a]pyridin-8-ium-3-olate

There total 7 articles about 4,5,6,7-Tetrahydro-[1,2,3]oxadiazolo[3,4-a]pyridin-8-ium-3-olate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 100.0%

1-nitroso-piperidine-2-carboxylic acid (4515-18-8,30310-81-7) → 4,5,6,7-tetrahydro<1.2.3>oxadiazolo<3,4-a>pyridin-3-one (105786-95-6)

Guidance literature:

With chloroformic acid ethyl ester; triethylamine; In acetone; at 0 ℃; for 0.5h;

Reference yield: 82.0%

pipecolic Acid (4043-87-2,83680-83-5) → 4,5,6,7-tetrahydro<1.2.3>oxadiazolo<3,4-a>pyridin-3-one (105786-95-6)

Guidance literature:

pipecolic Acid; With hydrogenchloride; sodium nitrite; In water; at -10 - 20 ℃;

With trifluoroacetic anhydride; In diethyl ether; at -5 - 20 ℃;

Reference yield:

N-nitroso-L-pipecolic acid (30310-83-9,30310-81-7) → 4,5,6,7-tetrahydro<1.2.3>oxadiazolo<3,4-a>pyridin-3-one (105786-95-6)

Guidance literature:

With trifluoroacetic anhydride; In dichloromethane; at 5 ℃; for 0.5h;

upstream raw materials:

1-nitroso-piperidine-2-carboxylic acid

pipecolic Acid

(+/-) methyl N-tert-butyloxycarbonyl 2-piperidinecarboxylate

1-(tert-butoxycarbonyl)piperidine-2-carboxylic acid

Downstream raw materials:

2-(4-fluorophenyl)-3-iodo-4,5,6,7-tetrahydropyrazolo[1,5-a]pyridine

N-{4-[2-(4-Fluorophenyl)-4,5,6,7-tetrahydropyrazolo[1,5-a]pyridin-3-yl]pyridin-2-yl}propanamide

4,5,6,7-Tetrahydropyrazolo<1,5-a>pyridin-3-carbonsaeureethylester

4,5,6,7-tetrahydropyrazolo[1,5-a]pyridin-2-carboxylic acid chloride

Refernces

• 1、 -. "MACROCYCLIC FUSED PYRRAZOLES AS MCL-1 INHIBITORS". Paragraph 0894. . Retrieved 2020/08/13.
• 2、 Duvey, Guillaume,Perry, Benjamin,Le Poul, Emmanuel,Poli, Sonia,Bonnet, Beatrice,Lambeng, Nathalie,Charvin, Delphine,Donovan-Rodrigues, Tansy,Haddouk, Hasnaà,Gagliardi, Stefania,Rocher, Jean-Philippe. "A novel series of metabotropic glutamate receptor 5 negative allosteric modulators based on a 4,5,6,7-tetrahydropyrazolo[1,5-a]pyridine core". . p. 4523 - 4527. Retrieved 2013/08/23.