2-N-Boc-amino-3-formylpyridine

Base Information

• Chemical Name: 2-N-Boc-amino-3-formylpyridine
• CAS No.: 116026-94-9
• Molecular Formula: C11H14N2O3
• Molecular Weight: 222.244
• Hs Code.: 2933399090
• European Community (EC) Number: 825-564-2
• DSSTox Substance ID: DTXSID30557012
• Wikidata: Q72448128
• Mol file: 116026-94-9.mol

Synonyms:Carbamicacid, (3-formyl-2-pyridinyl)-, 1,1-dimethylethyl ester (9CI);(3-Formylpyridin-2-yl)carbamic acid tert-butyl ester;carbamic acid, N-(3-formyl-2-pyridinyl)-, 1,1-dimethylethyl ester;tert-Butyl (3-formylpyridin-2-yl)carbamate;

Chemical Property of 2-N-Boc-amino-3-formylpyridine

Chemical Property:

• Appearance/Colour: White to off-white powder
• Vapor Pressure: 0.000618mmHg at 25°C
• Melting Point: 109-111 °C
• Refractive Index: 1.579
• Boiling Point: 310 °C at 760 mmHg
• PKA: 12.05±0.70(Predicted)
• Flash Point: 141.3 °C
• PSA: 68.29000
• Density: 1.212 g/cm³
• LogP: 2.31410
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 222.10044231
• Heavy Atom Count: 16
• Complexity: 260

Purity/Quality:

99% ^*data from raw suppliers

2-N-Boc-amino-3-formylpyridine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)NC1=C(C=CC=N1)C=O

Technology Process of 2-N-Boc-amino-3-formylpyridine

There total 7 articles about 2-N-Boc-amino-3-formylpyridine 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: 58.0%

N-Formylpiperidine (2591-86-8) + N-(tert-butoxycarbonyl)-2-aminopyridine (38427-94-0) → 2--3-pyridinecarboxaldehyde (116026-94-9)

Guidance literature:

With tert.-butyl lithium; In tetrahydrofuran; pentane; 1.) -78 deg C, 15 min, -20 deg C, 1.5 h, 2.) -15 deg C to room temperature;

DOI:10.1021/jm00119a014

Reference yield: 52.0%

N-(tert-butoxycarbonyl)-2-aminopyridine (38427-94-0) + N,N-dimethyl-formamide (68-12-2,33513-42-7) → 2--3-pyridinecarboxaldehyde (116026-94-9)

Guidance literature:

N-(tert-butoxycarbonyl)-2-aminopyridine; With tert.-butyl lithium; In diethyl ether; at -78 - 0 ℃; for 1h; Inert atmosphere;

N,N-dimethyl-formamide; In diethyl ether; at 0 ℃; for 0.166667h;

Reference yield:

di-tert-butyl dicarbonate (24424-99-5) → 2--3-pyridinecarboxaldehyde (116026-94-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 87 percent / 2-methyl-propan-2-ol / Ambient temperature

2: 58 percent / 1.) tert-butyllithium / tetrahydrofuran; pentane / 1.) -78 deg C, 15 min, -20 deg C, 1.5 h, 2.) -15 deg C to room temperature

With tert.-butyl lithium; In tetrahydrofuran; tert-butyl alcohol; pentane;

DOI:10.1021/jm00119a014

upstream raw materials:

N-Formylpiperidine

N-(tert-butoxycarbonyl)-2-aminopyridine

2-aminopyridine

di-tert-butyl dicarbonate

Downstream raw materials:

C₁₈H₂₀N₂O₃

2-Aminonicotinaldehyde

2-amino-5-chloropyridine-3-carboxaldehyde

3-benzyl-4,5-dihydro-1H-pyrido[2,3-e][1,4]diazepin-2(3H)-one

Refernces

• 1、 -. "SEVEN-MEMBERED SULFONAMIDES AS MODULATORS OF RAR-RELATED ORPHAN RECEPTOR-GAMMA (RORγ, NR1F3)". . . Retrieved 2013/05/22.
• 2、 -. "Tyrosine kinase inhibitors". . . Retrieved 2008/06/13.