6-(Di-Boc-amino)-2-bromopyridine

Base Information

• Chemical Name: 6-(Di-Boc-amino)-2-bromopyridine
• CAS No.: 870703-61-0
• Molecular Formula: C15H21BrN2O4
• Molecular Weight: 373.247
• European Community (EC) Number: 626-757-2
• DSSTox Substance ID: DTXSID10584689
• Wikidata: Q82476378
• Mol file: 870703-61-0.mol

Synonyms:6-(Di-Boc-amino)-2-bromopyridine;870703-61-0;Di-tert-butyl 6-bromopyridin-2-ylimidodicarbonate;tert-butyl N-(6-bromopyridin-2-yl)-N-[(2-methylpropan-2-yl)oxycarbonyl]carbamate;N,N-Bis-tert-butoxycarbonyl6-bromopyridin-2-amine;SCHEMBL943797;DTXSID10584689;MRXCEYKGPXZUBZ-UHFFFAOYSA-N;VJB70361;AKOS000279076;FS-4843;6-(Di-Boc-amino)-2-bromopyridine, 96%;CS-0092835;D85815;Di-tert-butyl6-bromopyridin-2-ylimidodicarbonate;A841928;Di-tert-butyl (6-bromopyridin-2-yl)-2-imidodicarbonate;TERT-BUTYL N-(6-BROMOPYRIDIN-2-YL)-N-(TERT-BUTOXYCARBONYL)CARBAMATE

Chemical Property of 6-(Di-Boc-amino)-2-bromopyridine

Chemical Property:

• Vapor Pressure: 3.78E-07mmHg at 25°C
• Melting Point: 123-127 °C(lit.)
• Refractive Index: 1.542
• Boiling Point: 416.6 °C at 760 mmHg
• Flash Point: 205.8 °C
• PSA: 68.73000
• Density: 1.352 g/cm³
• LogP: 4.52070
• XLogP3: 4.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 5
• Exact Mass: 372.06847
• Heavy Atom Count: 22
• Complexity: 387

Purity/Quality:

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

6-(Di-Boc-amino)-2-bromopyridine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22-36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

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

Technology Process of 6-(Di-Boc-amino)-2-bromopyridine

There total 2 articles about 6-(Di-Boc-amino)-2-bromopyridine 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-Amino-6-bromopyridine (19798-81-3,1184170-10-2) + di-tert-butyl dicarbonate (24424-99-5) → di-tert-butyl (6-bromo-2-pyridinyl)imidodicarbonate (870703-61-0)

Guidance literature:

With dmap; triethylamine; In dichloromethane; at 20 ℃; for 17h;

Reference yield: 32.0%

2-Amino-6-bromopyridine (19798-81-3,1184170-10-2) + di-tert-butyl dicarbonate (24424-99-5) → di-tert-butyl (6-bromo-2-pyridinyl)imidodicarbonate (870703-61-0) + tert-butyl 6-bromopyridin-2-ylcarbamate (344331-90-4)

Guidance literature:

With dmap; N-ethyl-N,N-diisopropylamine; In dichloromethane; at 20 ℃;

Reference yield: 87.0%

di-tert-butyl (6-bromo-2-pyridinyl)imidodicarbonate (870703-61-0) + 2-chloro-4-phenoxypyrrolo[2,1-f][1,2,4]triazine + bis(pinacol)diborane (73183-34-3) → 2-(6’-dibocaminopyridyl-2-yl)-4-phenoxy-pyrrolotriazine

Guidance literature:

2-chloro-4-phenoxypyrrolo[2,1-f][1,2,4]triazine; bis(pinacol)diborane; With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; potassium acetate; In 1,4-dioxane; at 90 ℃; for 3.5h; Inert atmosphere;

With potassium phosphate; In 1,4-dioxane; water; for 0.0833333h; Inert atmosphere;

di-tert-butyl (6-bromo-2-pyridinyl)imidodicarbonate; In 1,4-dioxane; water; at 90 ℃; for 3h; Inert atmosphere;

upstream raw materials:

2-Amino-6-bromopyridine

di-tert-butyl dicarbonate

Downstream raw materials:

tert-butyl 6-bromopyridin-2-ylcarbamate

tert-butyl (1S,2R)-2-(5-(6-(1H-pyrazol-1-yl)pyridin-2-ylamino)-6-carbamoylpyridazin-3-ylamino)cyclohexylcarbamate

4-(6-(1H-pyrazol-1-yl)pyridin-2-ylamino)-6-((1R,2S)-2-aminocyclohexylamino)pyridazine-3-carboxamide

tert-butyl (1S,2R)-2-(5-(6-(2H-1,2,3-triazol-2-yl)pyridin-2-ylamino)-6-carbamoylpyridazin-3-ylamino)cyclohexylcarbamate

Refernces

• 1、 -. "TREATMENT AGENT FOR DIAGNOSIS OR TREATMENT OF DISEASE ASSOCIATED WITH INTEGRIN". Paragraph 0355-0357. . Retrieved 2018/10/03.
• 2、 -. "METABOTROPIC GLUTAMATE RECEPTOR MODULATORS". Page/Page column 53-54. . Retrieved 2012/05/05.