5-((tert-Butoxycarbonyl)amino)-2-chloroisonicotinic acid

Base Information

• Chemical Name: 5-((tert-Butoxycarbonyl)amino)-2-chloroisonicotinic acid
• CAS No.: 171178-46-4
• Molecular Formula: C11H13ClN2O4
• Molecular Weight: 272.68500
• Hs Code.: 2933399090
• DSSTox Substance ID: DTXSID10441844
• Nikkaji Number: J763.330K
• Wikidata: Q82258817
• Mol file: 171178-46-4.mol

Synonyms:171178-46-4;5-((tert-Butoxycarbonyl)amino)-2-chloroisonicotinic acid;5-Boc-amino-2-chloropyridine-4-carboxylic acid;5-[(tert-Butoxycarbonyl)amino]-2-chloroisonicotinic acid;5-{[(tert-butoxy)carbonyl]amino}-2-chloropyridine-4-carboxylic acid;5-tert-Butoxycarbonylamino-2-chloro-isonicotinic acid;2-chloro-5-[(2-methylpropan-2-yl)oxycarbonylamino]pyridine-4-carboxylic Acid;5-(Boc-amino)-2-chloropyridine-4-carboxylic acid;MFCD09258838;5-(BOC-amino)-2-chloroisonicotinic acid;5-(tert-Butoxycarbonylamino)-2-chloroisonicotinic acid;SCHEMBL535674;5-((tert-Butoxycarbonyl)amino)-2-chloroisonicotinicacid;AMY9720;DTXSID10441844;KOSPRFUMGCNGFJ-UHFFFAOYSA-N;5-[(tert-butoxycarbonyl)amino]-2-chloropyridine-4-carboxylic acid;WGA17846;AKOS015838226;AS-5281;CS-W007173;PB29608;SY066069;FT-0682827;EN300-148573;5-Amino-2-chloroisonicotinic acid, 5-BOC protected;5-tert-Butoxycarbonylamino-2-chloroisonicotinic acid;2-Chloro-5-(tert-butoxycarbonylamino)pyridine-4-carboxylic acid;5-[N-(tert-butoxycarbonyl)amino]-2-chloropyridine-4-carboxylic acid;5- [N-(tert-butoxycarbonyl)amino]-2-chloropyridine-4-carboxylic acid

Chemical Property of 5-((tert-Butoxycarbonyl)amino)-2-chloroisonicotinic acid

Chemical Property:

• Boiling Point: 420.6±45.0 °C(Predicted)
• PKA: 2.52±0.36(Predicted)
• PSA: 88.52000
• Density: 1.390±0.06 g/cm3(Predicted)
• LogP: 2.85320
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 4
• Exact Mass: 272.0563846
• Heavy Atom Count: 18
• Complexity: 330

Purity/Quality:

98%,99%, ^*data from raw suppliers

5-Amino-2-chloroisonicotinic acid, 5-Boc protected ^*data from reagent suppliers

Safty Information:

• Statements: 20/21/22
• Safety Statements: 36/37-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)NC1=CN=C(C=C1C(=O)O)Cl

Technology Process of 5-((tert-Butoxycarbonyl)amino)-2-chloroisonicotinic acid

There total 11 articles about 5-((tert-Butoxycarbonyl)amino)-2-chloroisonicotinic 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: 87.0%

carbon dioxide (124-38-9,18923-20-1) + tert-butyl (6-chloropyridin-3-yl)carbamate (171178-45-3) → 5-[N-(tert-butoxycarbonyl)amino]-2-chloropyridine-4-carboxylic acid (171178-46-4)

Guidance literature:

tert-butyl (6-chloropyridin-3-yl)carbamate; With n-butyllithium; N,N,N,N,-tetramethylethylenediamine; In diethyl ether; hexane; at -78 - -10 ℃; for 3h; Inert atmosphere;

carbon dioxide; In diethyl ether; hexane; at -78 - 22 ℃; for 18h; under 760.051 Torr;

With hydrogenchloride; In water; pH=6.32; Inert atmosphere;

Reference yield: 57.0%

tert-butyl (6-chloropyridin-3-yl)carbamate (171178-45-3) → 5-[N-(tert-butoxycarbonyl)amino]-2-chloropyridine-4-carboxylic acid (171178-46-4)

Guidance literature:

With n-butyllithium; N,N,N,N,-tetramethylethylenediamine; In diethyl ether;

Reference yield: 35.0%

diethyl ether (60-29-7,927820-24-4) + tert-butyl (6-chloropyridin-3-yl)carbamate (171178-45-3) → 5-[N-(tert-butoxycarbonyl)amino]-2-chloropyridine-4-carboxylic acid (171178-46-4)

Guidance literature:

With n-butyllithium; N,N,N,N,-tetramethylethylenediamine; at -78 - 0 ℃; for 2h;

upstream raw materials:

carbon dioxide

tert-butyl (6-chloropyridin-3-yl)carbamate

6-Chloro-3-pyridinecarboxylic acid

6-Chloro-pyridin-3-ylamine

Downstream raw materials:

5‐amino‐2‐chloropyridine‐4‐carboxylic acid

5-tert-butoxycarbonylamino-2-chloro-isonicotinic acid, methyl ester

6-chloro-3H-pyrido[3,4-d]pyrimidin-4-one

4,6-dichloro-pyrido<3,4-d>pyrimidine

Refernces

• 1、 Yu, Tao,Li, Ning,Wu, Chengde,Guan, Amy,Li, Yi,Peng, Zhengang,He, Miao,Li, Jie,Gong, Zhen,Huang, Lei,Gao, Bo,Hao, Dongling,Sun, Jikui,Pan, Yan,Shen, Liang,Chan, Chichung,Lu, Xiulian,Yuan, Hongyu,Li, Yongguo,Li, Jian,Chen, Shuhui. "Discovery of Pyridopyrimidinones as Potent and Orally Active Dual Inhibitors of PI3K/mTOR". supporting information. p. 256 - 261. Retrieved 2018/03/21.
• 2、 -. "AZAQUINOLONE BASED COMPOUNDS EXHIBITING PROLYL HYDROXYLASE INHIBITORY ACTIVITY, COMPOSITIONS, AND USES THEREOF". Page/Page column 112-113. . Retrieved 2008/12/06.