Description
Tert-butyl (6-bromopyridin-2-yl)carbamate (CAS No. 344331-90-4) is a high-purity organic compound with the molecular formula C10H13BrN2O2, widely utilized in pharmaceutical and agrochemical research. This Boc-protected bromopyridine derivative serves as a versatile intermediate in the synthesis of complex molecules, particularly in cross-coupling reactions such as Suzuki-Miyaura and Buchwald-Hartwig couplings. The compound features a stable tert-butyloxycarbonyl (Boc) group, ensuring excellent compatibility with a broad range of reaction conditions. With a molecular weight of 273.13 g/mol, it is supplied as a white to off-white crystalline powder, ensuring optimal handling and storage stability. Ideal for researchers requiring precise and reliable building blocks for drug discovery and material science applications.
Properties
- CAS Number: 344331-90-4
- Complexity: 228
- IUPAC Name: tert-butyl N-(6-bromo-2-pyridyl)carbamate
- InChI: InChI=1S/C10H13BrN2O2/c1-10(2,3)15-9(14)13-8-6-4-5-7(11)12-8/h4-6H,1-3H3,(H,12,13,14)
- InChI Key: WZDMEUOIVUZTPB-UHFFFAOYSA-N
- Exact Mass: 272.01604
- Molecular Formula: C10H13BrN2O2
- Molecular Weight: 273.13
- SMILES: CC(C)(C)OC(=O)NC1=NC(=CC=C1)Br
- Topological: 51.2
- Monoisotopic Mass: 272.01604
- Synonyms: 344331-90-4, N-Boc-2-Amino-6-bromopyridine, 2-(BOC-AMINO)-6-BROMOPYRIDINE, TERT-BUTYL (6-BROMOPYRIDIN-2-YL)CARBAMATE, TERT-BUTYL N-(6-BROMOPYRIDIN-2-YL)CARBAMATE, (6-BROMO-PYRIDIN-2-YL)-CARBAMIC ACID TERT-BUTYL ESTER, tert-Butyl 6-Bromopyridin-2-ylcarbamate, 6-Bromo-2-tert-butoxycarbonylamino-pyridine, MFCD07367929, 6-BROMO-2-TERT-BUTOXYCARBONYLAMINOPYRIDINE, (6-Bromo-2-pyridinyl)-carbamic acid,1,1-dimethylethyl ester, Carbamic acid, (6-bromo-2-pyridinyl)-, 1,1-dimethylethyl ester, SCHEMBL1192089, DTXSID10516041, WZDMEUOIVUZTPB-UHFFFAOYSA-N, BCP26586, SBB051859, AKOS000279063, AB31429, tert-butyl (6-bromopyrid-2-yl)carbamate, AC-29506, SY032792, tert-butyl 6-bromo-pyridin-2-ylcarbamate, TS-03529, DB-007132, tert-butyl N-(6-bromo-2-pyridyl)carbamate, CS-0008713, EN300-316746, (tert-butoxy)-N-(6-bromo(2-pyridyl))carboxamide, (6-bromo-pyridin-2-yl)carbamic acid tert-butyl ester
Application
Tert-butyl (6-bromopyridin-2-yl)carbamate is a key intermediate in the synthesis of pharmaceuticals, particularly in the development of kinase inhibitors and other bioactive heterocycles. Its bromopyridine core enables efficient functionalization via metal-catalyzed cross-coupling reactions, making it valuable for constructing complex molecular architectures. Researchers also employ this compound in the preparation of ligands for catalysis and as a precursor in agrochemical research.
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