6-(4-(tert-Butoxycarbonyl)piperazin-1-yl)nicotinic acid

Base Information

• Chemical Name: 6-(4-(tert-Butoxycarbonyl)piperazin-1-yl)nicotinic acid
• CAS No.: 201809-22-5
• Molecular Formula: C15H21N3O4
• Molecular Weight: 307.349
• Hs Code.: 29335990
• DSSTox Substance ID: DTXSID60378111
• Wikidata: Q82167601
• Mol file: 201809-22-5.mol

Synonyms:201809-22-5;6-(4-(tert-Butoxycarbonyl)piperazin-1-yl)nicotinic acid;6-[4-(tert-Butoxycarbonyl)piperazin-1-yl]nicotinic acid;6-[4-[(2-methylpropan-2-yl)oxycarbonyl]piperazin-1-yl]pyridine-3-carboxylic acid;2-(4-BOC-Piperazino)pyridine-5-carboxylic acid;6-{4-[(tert-butoxy)carbonyl]piperazin-1-yl}pyridine-3-carboxylic acid;4-(5-Carboxy-pyridin-2-yl)-piperazine-1-carboxylic acid tert-butyl ester;6-[4-(tert-butoxycarbonyl)piperazin-1-yl]pyridine-3-carboxylic acid;6-[4-(tert-Butoxycarbonyl)piperazino]-nicotinic acid;MFCD06245543;1-Piperazinecarboxylic acid, 4-(5-carboxy-2-pyridinyl)-, 1-(1,1-dimethylethyl) ester;SCHEMBL63484;DTXSID60378111;PWYGTZUOLAGDNK-UHFFFAOYSA-N;AKOS005071983;AT23867;CC-0808;6-(4-boc-piperazin-1-yl)nicotinic acid;FT-0680898;EN300-1071780;6-(4-Boc-1-piperazinyl)pyridine-3-carboxylic acid;6-[4-(tert-butoxycarbonyl)piperazino]nicotinic acid;W-206491;6-(4-(tert-Butoxycarbonyl)piperazin-1-yl)nicotinicacid;Z1508687156;6-(4-(tert-Butoxycarbonyl)piperazin-1-yl)nicotinic acid 95%;1-Piperazinecarboxylicacid,4-(5-carboxy-2-pyridinyl)-,1-(1,1-dimethylethyl)ester;4-(5-Carboxy-pyridin-2-yl)-piperazine-1-carboxylic acid tert-butyl ester, AldrichCPR

Chemical Property of 6-(4-(tert-Butoxycarbonyl)piperazin-1-yl)nicotinic acid

Chemical Property:

• Melting Point: 298 °C
• Refractive Index: 1.507
• Boiling Point: 497.4 °C at 760 mmHg
• PKA: 3.12±0.10(Predicted)
• Flash Point: 254.6 °C
• PSA: 82.97000
• Density: 1.25 g/cm³
• LogP: 1.83980
• Storage Temp.: 2-8°C
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 4
• Exact Mass: 307.15320616
• Heavy Atom Count: 22
• Complexity: 414

Purity/Quality:

98%min ^*data from raw suppliers

4-(5-Carboxy-pyridin-2-yl)-piperazine-1-carboxylicacidtert-butylester ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 20/21/22
• Safety Statements: 24/25-36/37

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)N1CCN(CC1)C2=NC=C(C=C2)C(=O)O

Technology Process of 6-(4-(tert-Butoxycarbonyl)piperazin-1-yl)nicotinic acid

There total 8 articles about 6-(4-(tert-Butoxycarbonyl)piperazin-1-yl)nicotinic acid 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: 97.0%

tert-butyl 4-(5-(methoxycarbonyl)pyridin-2-yl)piperazine-1-carboxylate (857284-21-0) → 2-{4-[(tert-butoxy)carbonyl]piperazin-1-yl}pyridin-5-carboxylic acid (201809-22-5)

Guidance literature:

With ethanol; sodium hydroxide; In tetrahydrofuran; at 60 ℃; for 3h;

Reference yield:

6-Chloro-3-pyridinecarboxylic acid (5326-23-8) + 1-t-Butoxycarbonylpiperazine (57260-71-6) → 2-{4-[(tert-butoxy)carbonyl]piperazin-1-yl}pyridin-5-carboxylic acid (201809-22-5)

Guidance literature:

6-Chloro-3-pyridinecarboxylic acid; 1-t-Butoxycarbonylpiperazine; With N-ethyl-N,N-diisopropylamine; In ISOPROPYLAMIDE; at 130 ℃; for 72h;

With sodium hydroxide; In water;

With hydrogenchloride; In water; pH=6 - 7;

Reference yield:

tert-butyl 4-(5-(ethoxycarbonyl)pyridin-2-yl)piperazine-1-carboxylate (201809-20-3) → 2-{4-[(tert-butoxy)carbonyl]piperazin-1-yl}pyridin-5-carboxylic acid (201809-22-5)

Guidance literature:

tert-butyl 4-(5-(ethoxycarbonyl)pyridin-2-yl)piperazine-1-carboxylate; With sodium hydroxide; water; In tetrahydrofuran; methanol; at 50 ℃; for 3h;

With hydrogenchloride; In water; pH=5 - 6;

upstream raw materials:

tert-butyl 4-(5-(ethoxycarbonyl)pyridin-2-yl)piperazine-1-carboxylate

6-Chloronicotinic acid methyl ester

1-t-Butoxycarbonylpiperazine

6-Chloro-3-pyridinecarboxylic acid

Downstream raw materials:

tert-butyl 4-(5-{[(4-nitro-1-phenyl-1H-pyrazol-3-yl)amino]carbonyl}pyridin-2-yl)piperazine-1-carboxylate

N-[5-[(3,5-dimethoxyphenyl)methoxy]-2H-pyrazol-3-yl]-6-piperazin-1-yl-pyridine-3-carboxamide

tert-butyl 4-(5-((3-fluoro-4-(2-methylpyridin-4-yl)benzyl)carbamoyl)pyridin-2-yl)piperazine-1-carboxylate

N-(3-fluoro-4-(2-methylpyridin-4-yl)benzyl)-6-(piperazin-1-yl)nicotinamide

Refernces

• 1、 -. "SELECTIVE HDAC1,2 INHIBITORS". Paragraph 0227; 0230; 0231. . Retrieved 2018/06/04.
• 2、 Jalily, Pouria H.,Eldstrom, Jodene,Miller, Scott C.,Kwan, Daniel C.,Tai, Sheldon S.-H.,Chou, Doug,Niikura, Masahiro,Tietjen, Ian,Fedida, David. "Mechanisms of action of novel influenza A/M2 viroporin inhibitors derived from hexamethylene amiloride". . p. 80 - 95. Retrieved 2016/07/28.