Description

tert-butyl N-(4-methylpyridin-2-yl)carbamate (CAS No. 90101-20-5) is a high-purity organic compound with the molecular formula C₁₁H₁₆N₂O₂. This carbamate derivative features a tert-butyl group bonded to a carbamate moiety, which is further attached to a 4-methylpyridin-2-yl ring. The compound is characterized by its stability and versatility in synthetic organic chemistry, making it a valuable intermediate for pharmaceutical and agrochemical research. It is supplied as a white to off-white crystalline powder with ≥95% purity (HPLC), ensuring consistency for demanding applications. Proper storage conditions (2-8°C, inert atmosphere) are recommended to maintain its integrity.

Properties

• CAS Number: 90101-20-5
• Complexity: 223
• IUPAC Name: tert-butyl N-(4-methyl-2-pyridyl)carbamate
• InChI: InChI=1S/C11H16N2O2/c1-8-5-6-12-9(7-8)13-10(14)15-11(2,3)4/h5-7H,1-4H3,(H,12,13,14)
• InChI Key: SABMAMDNSRZJBK-UHFFFAOYSA-N
• Exact Mass: 208.121177757
• Molecular Formula: C11H16N2O2
• Molecular Weight: 208.26
• SMILES: CC1=CC(=NC=C1)NC(=O)OC(C)(C)C
• Topological: 51.2
• Monoisotopic Mass: 208.121177757
• Synonyms: Tert-butyl N-(4-methylpyridin-2-yl)carbamate, 836-214-3, 90101-20-5, tert-Butyl (4-methylpyridin-2-yl)carbamate, (4-Methyl-pyridin-2-yl)-carbamic acid tert-butyl ester, 2-(BOC-Amino)-4-picoline, MFCD07776933, TERT-BUTYL 4-METHYLPYRIDIN-2-YLCARBAMATE, tert-butyl(4-methylpyridin-2-yl)carbamate, tert-Butyl N-(4-methyl-2-pyridyl)carbamate, (4-MethylpyRIDIN-2-YL)carbaMIC ACID TERT-BUTYL ESTER, SCHEMBL828560, 2-(Boc-amino)-4-methylpyridine, N-Boc-2-amino-4-methylpyridine, DTXSID40453859, SABMAMDNSRZJBK-UHFFFAOYSA-N, ALBB-021355, BCP25646, AB2749, AKOS015838244, AB42386, tert-butyl 4-methyl-2-pyridinylcarbamate, tert-Butyl-4-methylpyridin-2-ylcarbamate, AS-69596, SY082559, 2-tert-butoxycarbonylamino-4-methylpyridine, DB-002896, B5706, CS-0187655, EN300-127325, 4-methylpyridin-2-yl-carbamic acid tert-butyl ester, (4-Methyl-pyridin-2-yl)-carbamic acidtert-butyl ester, tert-Butyl (4-methylpyridin-2-yl)carbamate, AldrichCPR, Carbamic acid,N-(4-methyl-2-pyridinyl)-,1,1-dimethylethyl ester, CARBAMIC ACID, (4-METHYL-2-PYRIDINYL)-, 1,1-DIMETHYLETHYL ESTER

Application

tert-butyl N-(4-methylpyridin-2-yl)carbamate serves as a key building block in the synthesis of biologically active molecules, particularly in medicinal chemistry. It is utilized in the preparation of kinase inhibitors and other heterocyclic compounds targeting therapeutic pathways. Researchers employ this intermediate in palladium-catalyzed cross-coupling reactions and as a protective group strategy for amine functionalities. Its structural features make it suitable for fragment-based drug discovery and combinatorial chemistry workflows.

Safety and Hazards

GHS Hazard Statements

• H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]
• H315 (50%): Causes skin irritation [Warning Skin corrosion/irritation]
• H319 (50%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]
• H335 (50%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation]

Precautionary Statements

• P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501

Hazard Classes and Categories

• Acute Tox. 4 (100%)
• Skin Irrit. 2 (50%)
• Eye Irrit. 2A (50%)
• STOT SE 3 (50%)

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