tert-butyl N-(4-benzoylpyridin-3-yl)carbamate

Base Information

• Chemical Name: tert-butyl N-(4-benzoylpyridin-3-yl)carbamate
• CAS No.: 112175-40-3
• Molecular Formula: C17H18N2O3
• Molecular Weight: 298.342
• DSSTox Substance ID: DTXSID00550792
• Wikidata: Q82430238
• Mol file: 112175-40-3.mol

Synonyms:112175-40-3;tert-butyl N-(4-benzoylpyridin-3-yl)carbamate;SCHEMBL18126653;DTXSID00550792;tert-butyl 4-benzoyl-3-pyridinylcarbamate;tert-Butyl (4-benzoylpyridin-3-yl)carbamate

Chemical Property of tert-butyl N-(4-benzoylpyridin-3-yl)carbamate

Chemical Property:

• XLogP3: 3.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 5
• Exact Mass: 298.13174244
• Heavy Atom Count: 22
• Complexity: 397

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)NC1=C(C=CN=C1)C(=O)C2=CC=CC=C2

Technology Process of tert-butyl N-(4-benzoylpyridin-3-yl)carbamate

There total 6 articles about tert-butyl N-(4-benzoylpyridin-3-yl)carbamate 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%

tert-butyl (4-(hydroxy(phenyl)methyl)pyridin-3-yl)carbamate (112175-41-4) → 3-tert-butoxycarbonylamino-4-benzoylpyridine (112175-40-3)

Guidance literature:

With manganese(IV) oxide; In dichloromethane; at 20 ℃; Inert atmosphere;

Reference yield:

3-(tert-butoxycarbonylamino)pyridine (56700-70-0) → 3-tert-butoxycarbonylamino-4-benzoylpyridine (112175-40-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) tert-butyllithium / 1.) pentane, THF, -78 deg C, 15 m, -20 deg C, 3 h, 2.) THF, 25 deg C

2: 89 percent / pyridinium dichromate / dimethylformamide / 2 h / 25 °C

With dipyridinium dichromate; tert.-butyl lithium; In N,N-dimethyl-formamide;

DOI:10.1139/v87-193

Reference yield:

pyridin-3-ylamine (462-08-8) → 3-tert-butoxycarbonylamino-4-benzoylpyridine (112175-40-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 74 percent / 2-methyl-propan-2-ol / 2 h / 80 °C

2: 1.) tert-butyllithium / 1.) pentane, THF, -78 deg C, 15 m, -20 deg C, 3 h, 2.) THF, 25 deg C

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

DOI:10.1139/v87-193

upstream raw materials:

N,N-diethylbenzamide

3-(tert-butoxycarbonylamino)pyridine

tert-butyl (4-(hydroxy(phenyl)methyl)pyridin-3-yl)carbamate

pyridin-3-ylamine

Downstream raw materials:

1,3-dihydro-5-phenyl-2H-pyrido<3,4-e>-1,4-diazepin-2-one

3-benzyloxycarbonylaminomethylcarbonylamino-4-benzoylpyridine

3-tert-butoxycarbonylaminomethylcarbonylamino-4-benzoylpyridine

1,3-dihydro-1-methyl-5-phenyl-2H-pyrido<3,4-e>-1,4-diazepin-2-one