tert-Butyl (2-oxo-1,2-dihydropyridin-3-yl)carbamate

Name: tert-Butyl (2-oxo-1,2-dihydropyridin-3-yl)carbamate
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CAS No. 197229-63-3
Cat. No. CS-0130064
Purity≥98%
MDL No.MFCD18831466

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Type	HazMat Fee
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tert-Butyl (2-oxo-1,2-dihydropyridin-3-yl)carbamate|CS-0130064

Structure of 197229-63-3

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General Information

CAS No. 197229-63-3
Cat. No. CS-0130064
Purity ≥98%
MDL No. MFCD18831466
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₀H₁₄N₂O₃
Molecular Weight 210.23
Synonym(s) Carbamic acid, N-(1,2-dihydro-2-oxo-3-pyridinyl)-, 1,1-dimethylethyl ester
SMILES O=C(OC(C)(C)C)NC1=CC=CNC1=O

Description

tert-Butyl (2-oxo-1,2-dihydropyridin-3-yl)carbamate serves as a bench-stable, moisture-tolerant protecting group for pyridine-based intermediates. This carbamate derivative integrates seamlessly into late-stage functionalization workflows, enabling selective transformations at the 3-position of dihydropyridine scaffolds. The tert-butyl moiety enhances solubility and simplifies purification, while the electron-deficient pyridine ring facilitates directed metallation and cross-coupling reactions.

Application

tert-Butyl (2-oxo-1,2-dihydropyridin-3-yl)carbamate serves as a versatile building block in synthetic organic chemistry, enabling efficient access to pyridine-based scaffolds through selective reduction and functionalization. The carbamate group provides excellent stability and facilitates purification, while the 2-oxo functionality supports diverse transformations including nucleophilic addition and cyclization reactions. This reagent functions effectively in standard bench-scale protocols, offering reliable performance in the synthesis of heterocyclic intermediates and medicinal chemistry candidates.

Safety Information

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GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H315-H319
Precautionary Statements : P264-P280-P302+P352-P362+P364

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Computational Chemistry Data

TPSA 71.19
LogP 1.7219
H_Acceptors 3
H_Donors 2
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Amine

Building Blocks Skeleton Aromatic heterocycle compounds Pyridine compounds

Key Words

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tert-Butyl (2-oxo-1,2-dihydropyridin-3-yl)carbamate

CAS No. 197229-63-3

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