Tert-butyl 2-(2,6-difluoropyridin-3-YL)-2-oxoacetate

Base Information

• Chemical Name: Tert-butyl 2-(2,6-difluoropyridin-3-YL)-2-oxoacetate
• CAS No.: 155601-70-0
• Molecular Formula: C11H11 F2 N O3
• Molecular Weight: 243.21
• Hs Code.: 2933399090
• DSSTox Substance ID: DTXSID00440801
• Wikidata: Q82257217
• Mol file: 155601-70-0.mol

Synonyms:155601-70-0;TERT-BUTYL 2-(2,6-DIFLUOROPYRIDIN-3-YL)-2-OXOACETATE;tert-Butyl (2,6-difluoropyridin-3-yl)(oxo)acetate;SCHEMBL3812116;tert-Butyl 2-(2,6-Difluoro-3-pyridyl)-2-oxoacetate;tert-Butyl2-(2,6-difluoropyridin-3-yl)-2-oxoacetate;DTXSID00440801;XYHCOPQELBEQAZ-UHFFFAOYSA-N;3-Pyridineacetic acid,2,6-difluoro-a-oxo-,1,1-dimethylethyl ester;MFCD11975314;AKOS015900775;SY253552;CS-0447335;FT-0722493;A809663;tert-butyl 2-(2,6-difluoro-3-pyridyl)-2-oxo-acetate;(2,6-difluoro-pyridin-3-yl)-oxo-acetic acid tert-butyl ester

Chemical Property of Tert-butyl 2-(2,6-difluoropyridin-3-YL)-2-oxoacetate

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.48
• Boiling Point: 330.9°Cat760mmHg
• Flash Point: 153.9°C
• PSA: 56.26000
• Density: 1.265g/cm³
• LogP: 1.88420
• Storage Temp.: 2-8°C
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 4
• Exact Mass: 243.07069954
• Heavy Atom Count: 17
• Complexity: 314

Purity/Quality:

97% ^*data from raw suppliers

tert-Butyl 2-(2,6-difluoropyridin-3-yl)-2-oxoacetate 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)C(=O)C1=C(N=C(C=C1)F)F

Technology Process of Tert-butyl 2-(2,6-difluoropyridin-3-YL)-2-oxoacetate

There total 2 articles about Tert-butyl 2-(2,6-difluoropyridin-3-YL)-2-oxoacetate 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: 95.0%

2,6-difluoro pyridine (1513-65-1) + di-tert-butyl oxalate (691-64-5) → 2,6-Difluoropyridine-3-(α-oxo)acetic acid, t-butyl ester (155601-70-0)

Guidance literature:

2,6-difluoro pyridine; With lithium diisopropyl amide; In tetrahydrofuran; at -78 ℃; for 0.5h;

di-tert-butyl oxalate; In tetrahydrofuran; at -78 - -20 ℃; for 0.833333h;

With water; ammonium chloride; In tetrahydrofuran;

Reference yield:

2,6-difluoro pyridine (1513-65-1) + tert-butyl α-oxo-1H-imidazole-1-acetate (75716-83-5) → 2,6-Difluoropyridine-3-(α-oxo)acetic acid, t-butyl ester (155601-70-0) + t-butyl bis-(2,6-difluoropyridin-4-yl)hydroxyacetate

Guidance literature:

With lithium diisopropyl amide; Yield given. Multistep reaction. Yields of byproduct given; 1.) cyclohexane, -65 deg C, 2.) THF, cyclohexane, -65 deg C, 30 min;

DOI:10.1002/jhet.5570340314

Reference yield:

water (7732-18-5) + 2,6-Difluoropyridine-3-(α-oxo)acetic acid, t-butyl ester (155601-70-0) → tert-butyl 6-fluoro-1H-pyrazolo[3,4-b]pyridine-3-carboxylate (155601-71-1)

Guidance literature:

With hydrazine hydrate; Ti(O-IPr)4; In dichloromethane;

upstream raw materials:

2,6-difluoro pyridine

tert-butyl α-oxo-1H-imidazole-1-acetate

di-tert-butyl oxalate

Downstream raw materials:

6-Fluoro-1H-pyrazolo[3,4-b]pyridine-3-carbonitrile

tert-butyl 6-fluoro-1H-pyrazolo[3,4-b]pyridine-3-carboxylate

Refernces

• 1、 Shutske, Gregory M.,Roehr, Joachim E.. "Synthesis of some piperazinylpyrazolo[3,4-b]pyridines as selective serotonin re-uptake inhibitors". . p. 789 - 795. Retrieved 2007/10/03.