Description

tert-Butyl 5-methoxypyridin-3-ylcarbamate (CAS No. 342603-10-5) is a high-purity organic compound with the molecular formula C₁₁H₁₆N₂O₃. This carbamate derivative features a tert-butoxycarbonyl (BOC) protecting group and a methoxy-substituted pyridine ring, making it a valuable intermediate in pharmaceutical and agrochemical synthesis. Its IUPAC name is tert-butyl N-(5-methoxypyridin-3-yl)carbamate, and it is also known by synonyms such as N-BOC-3-AMINO-5-METHOXYPYRIDINE. This compound is supplied as a white to off-white crystalline powder with ≥95% purity (HPLC), ensuring consistency for research and industrial applications. It is soluble in common organic solvents like DMSO, methanol, and dichloromethane but exhibits limited solubility in water. Store under inert conditions at 2-8°C to maintain stability.

Properties

• CAS Number: 342603-10-5
• Complexity: 238
• IUPAC Name: tert-butyl N-(5-methoxy-3-pyridyl)carbamate
• InChI: InChI=1S/C11H16N2O3/c1-11(2,3)16-10(14)13-8-5-9(15-4)7-12-6-8/h5-7H,1-4H3,(H,13,14)
• InChI Key: FUSHCJZMKFNATD-UHFFFAOYSA-N
• Exact Mass: 224.11609238
• Molecular Formula: C11H16N2O3
• Molecular Weight: 224.26
• SMILES: CC(C)(C)OC(=O)NC1=CC(=CN=C1)OC
• Topological: 60.5
• Monoisotopic Mass: 224.11609238
• Synonyms: 342603-10-5, tert-Butyl 5-methoxypyridin-3-ylcarbamate, tert-Butyl (5-methoxypyridin-3-yl)carbamate, N-BOC-3-AMINO-5-METHOXYPYRIDINE, Tert-butyl N-(5-methoxypyridin-3-yl)carbamate, (5-Methoxy-pyridin-3-yl)-carbamic acid tert-butyl ester, MFCD11052831, tert-Butyl(5-methoxypyridin-3-yl)carbamate, SCHEMBL14395723, N-Boc-5-methoxypyridin-3-amine, DTXSID00465453, SBB051871, AKOS015851757, SB36717, SY333333, TS-00550, DB-050594, CS-0101641, D71929, (tert-butoxy)-N-(5-methoxy(3-pyridyl))carboxamide, tert-Butyl 5-methoxypyridin-3-ylcarbamate, AldrichCPR

Application

tert-Butyl 5-methoxypyridin-3-ylcarbamate is widely used as a key synthetic intermediate in the preparation of biologically active molecules, particularly in medicinal chemistry. It serves as a BOC-protected amine for the controlled functionalization of pyridine scaffolds in drug discovery. Researchers employ this compound in the synthesis of kinase inhibitors, receptor modulators, and other heterocyclic therapeutics. Its methoxy and carbamate groups enable selective derivatization for targeted compound libraries.

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