Methyl 6-((tert-butoxycarbonyl)amino)nicotinate

Base Information

• Chemical Name: Methyl 6-((tert-butoxycarbonyl)amino)nicotinate
• CAS No.: 144186-11-8
• Molecular Formula: C12H16N2O4
• Molecular Weight: 252.26600
• Hs Code.: 2933399090
• DSSTox Substance ID: DTXSID40377349
• Wikidata: Q82166536
• ChEMBL ID: CHEMBL4897089
• Mol file: 144186-11-8.mol

Synonyms:144186-11-8;Methyl 6-((tert-butoxycarbonyl)amino)nicotinate;methyl 6-[(tert-butoxycarbonyl)amino]nicotinate;methyl 6-[(2-methylpropan-2-yl)oxycarbonylamino]pyridine-3-carboxylate;methylbutoxycarbonylaminonicotinate;Methyl6-((tert-butoxycarbonyl)amino)nicotinate;SCHEMBL2772417;CHEMBL4897089;AMY2079;DTXSID40377349;KHMRKCRGUHPQLA-UHFFFAOYSA-N;methyl 6-[(tert-butoxycarbonyl)amino]pyridine-3-carboxylate;methyl 6-{[(tert-butoxy)carbonyl]amino}pyridine-3-carboxylate;MFCD05663797;AKOS005070806;6-(Boc-amino)-nicotinic acid methyl ester;CS-0097456;FT-0680534;methyl 6-(tert-butoxycarbonylamino)nicotinate;methyl 6-tert-butyloxycarbonylaminonicotinate;methyl-6-(tert-butoxycarbonylamino)-nicotinate;6X-0713;A928675;J-522512;3-Pyridinecarboxylic acid, 6-[[(1,1-dimethylethoxy)carbonyl]amino]-, methyl ester

Chemical Property of Methyl 6-((tert-butoxycarbonyl)amino)nicotinate

Chemical Property:

• Melting Point: 166-170°C
• Boiling Point: 320.9±27.0 °C(Predicted)
• PKA: 11.98±0.70(Predicted)
• PSA: 77.52000
• Density: 1.203±0.06 g/cm3(Predicted)
• LogP: 2.28820
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 5
• Exact Mass: 252.11100700
• Heavy Atom Count: 18
• Complexity: 312

Purity/Quality:

98%min ^*data from raw suppliers

Methyl6-[(tert-Butoxycarbonyl)amino]nicotinate ^*data from reagent suppliers

Safty Information:

• Statements: 36/37/38
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of Methyl 6-((tert-butoxycarbonyl)amino)nicotinate

There total 5 articles about Methyl 6-((tert-butoxycarbonyl)amino)nicotinate 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: 100.0%

methyl 6-aminonicotinoate (36052-24-1) + di-tert-butyl dicarbonate (24424-99-5) → methyl 6-<(tert-butyloxycarbonyl)amino>nicotinoate (144186-11-8)

Guidance literature:

With dmap; In tetrahydrofuran; at 20 ℃;

Reference yield: 72.0%

methyl 6-aminonicotinoate (36052-24-1) + tert-butyldicarbonate (34619-03-9) → methyl 6-<(tert-butyloxycarbonyl)amino>nicotinoate (144186-11-8)

Guidance literature:

With dmap; In tetrahydrofuran; at 20 ℃;

Reference yield:

methyl 3-pyridinecarboxylate (93-60-7) + tert-butyl ((3-chloro-5,6-dicyanopyrazin-2-yl)oxy)carbamate → 2-tert-butoxycarbonylamino-nicotinic acid methyl ester (873460-09-4) + methyl 6-<(tert-butyloxycarbonyl)amino>nicotinoate (144186-11-8)

Guidance literature:

methyl 3-pyridinecarboxylate; tert-butyl ((3-chloro-5,6-dicyanopyrazin-2-yl)oxy)carbamate; With N,O-bis-(trimethylsilyl)-acetamide; In 1,4-dioxane; at 80 ℃; for 3h;

With acetic acid; zinc; In 1,4-dioxane; at 20 ℃; for 3h; Overall yield = 82 percent; chemoselective reaction;

DOI:10.1021/jacs.0c03537

upstream raw materials:

methyl 6-aminonicotinoate

di-tert-butyl dicarbonate

tert-butyldicarbonate

methyl 3-pyridinecarboxylate

Downstream raw materials:

C₁₈H₂₀ClN₃O₃

C₂₃H₂₄Cl₂N₆O₃

C₂₉H₃₇ClN₈O₄

C₂₄H₂₉ClN₈O₂

Refernces

• 1、 -. "PROBES FOR IMAGING HUNTINGTIN PROTEIN". Paragraph 0296. . Retrieved 2016/03/22.
• 2、 -. "GLUCAGON RECEPTOR MODULATORS". Page/Page column 40. . Retrieved 2012/08/27.