Description
tert-Butyl (4-bromophenyl)(methyl)carbamate (CAS No. 639520-70-0) is a high-purity synthetic organic compound with the molecular formula C12H16BrNO2. This versatile intermediate is widely used in pharmaceutical research, agrochemical development, and advanced material synthesis. The compound features a tert-butyl carbamate group attached to a 4-bromophenyl ring with a methyl substituent on the nitrogen, offering excellent stability and reactivity for diverse chemical transformations.
Our product is manufactured under strict quality control measures to ensure ≥95% purity (HPLC) with comprehensive analytical characterization including 1H NMR, 13C NMR, and mass spectrometry. Supplied as a white to off-white crystalline powder, it’s packaged under inert atmosphere to maintain stability. Ideal for Suzuki couplings, Buchwald-Hartwig aminations, and other palladium-catalyzed cross-coupling reactions.
Key applications include:
- Building block for kinase inhibitors and other bioactive molecules
- Intermediate in the synthesis of advanced materials
- Precursor for PROTACs (PROteolysis TArgeting Chimeras) development
Properties
- CAS Number: 639520-70-0
- Complexity: 242
- IUPAC Name: tert-butyl N-(4-bromophenyl)-N-methyl-carbamate
- InChI: InChI=1S/C12H16BrNO2/c1-12(2,3)16-11(15)14(4)10-7-5-9(13)6-8-10/h5-8H,1-4H3
- InChI Key: MUCSVQRHNPYUIE-UHFFFAOYSA-N
- Exact Mass: 285.03644
- Molecular Formula: C12H16BrNO2
- Molecular Weight: 286.16
- SMILES: CC(C)(C)OC(=O)N(C)C1=CC=C(C=C1)Br
- Topological: 29.5
- Monoisotopic Mass: 285.03644
- Synonyms: 639520-70-0, tert-Butyl (4-bromophenyl)(methyl)carbamate, N-BOC 4-Bromo-N-methylaniline, tert-Butyl (4-bromophenyl)methylcarbamate, tert-butyl N-(4-bromophenyl)-N-methylcarbamate, (4-Bromo-phenyl)-methyl-carbamic acid tert-butyl ester, MFCD12913712, tert-Butyl(4-bromophenyl)(methyl)carbamate, N-Boc-N-methyl-4-bromoaniline, SCHEMBL4015896, 4-Bromo-N-Boc-N-methylaniline, TERT-BUTYL (4-BROMOPHENYL)METHYLCARBAMATE, 95%, DTXSID90619180, MUCSVQRHNPYUIE-UHFFFAOYSA-N, AKOS015908426, SB38085, BS-29055, SY317116, DB-335764, CS-0187654, D97586, EN300-3351394, TERT-BUTYL N-METHYL-N-(4-BROMOPHENYL)CARBAMATE
This compound serves as a key intermediate in medicinal chemistry for the synthesis of brominated aromatic scaffolds. Researchers utilize it in palladium-catalyzed cross-coupling reactions to construct complex molecules. The tert-butyl carbamate protecting group allows selective deprotection under mild acidic conditions. It’s particularly valuable in developing tyrosine kinase inhibitors and other small molecule therapeutics. The bromine substituent enables further functionalization via metal-catalyzed transformations.
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