N-Boc-5-bromoindole can undergo Sonogashira coupling reaction with N,N-diisopropylprop-2-ynylamine to afford the corresponding propargylic diisopropylamine. N-Boc-5-bromoindole is formed as an intermediate during the synthesis of 2-(5-substituted-1H-indol-3-yl)-N-hydroxyacetamide derivatives.
| Pubchem Sid | 488192345 |
|---|---|
| Pubchem Sid Url | https://pubchem.ncbi.nlm.nih.gov/substance/488192345 |
| Canonical Smiles | CC(C)(C)OC(=O)N1C=CC2=C1C=CC(=C2)Br |
| IUPAC Name | tert-butyl 5-bromoindole-1-carboxylate |
| InChIKey | PBWDRTGTQIXVBR-UHFFFAOYSA-N |
| INCHI | 1S/C13H14BrNO2/c1-13(2,3)17-12(16)15-7-6-9-8-10(14)4-5-11(9)15/h4-8H,1-3H3 |
| Isomeric SMILES | CC(C)(C)OC(=O)N1C=CC2=C1C=CC(=C2)Br |
| WGK Germany | 3 |
| Molecular Weight | 296.16 |
| Reaxy-Rn | 8549170 |
| Reaxys-RN_link_address | https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=8549170&ln= |
Comprehensive hazard, handling, storage, and regulatory compliance document.
Download SDS →Lot-specific quality data. Enter your lot number to retrieve the exact COA.
Look up COA →Full quality attributes and acceptance criteria for this grade.
View spec sheet →Taxonomy Tree
| Kingdom | Organic compounds |
|---|---|
| Superclass | Organoheterocyclic compounds |
| Class | Indoles and derivatives |
| Subclass | Indolecarboxylic acids and derivatives |
| Intermediate Tree Nodes | Not available |
| Direct Parent | Indolecarboxylic acids |
| Alternative Parents | Indoles Pyrrole carboxylic acids and derivatives Substituted pyrroles Benzenoids Aryl bromides Heteroaromatic compounds Organic carbonic acids and derivatives Azacyclic compounds Organopnictogen compounds Organooxygen compounds Organonitrogen compounds Organobromides Organic oxides Hydrocarbon derivatives |
| Molecular Framework | Aromatic heteropolycyclic compounds |
| Substituents | Indolecarboxylic acid - Indole - Pyrrole-1-carboxylic acid or derivatives - Aryl bromide - Aryl halide - Substituted pyrrole - Benzenoid - Pyrrole - Heteroaromatic compound - Carbonic acid derivative - Azacycle - Hydrocarbon derivative - Organooxygen compound - Organonitrogen compound - Organobromide - Organohalogen compound - Organic oxide - Organopnictogen compound - Organic oxygen compound - Organic nitrogen compound - Aromatic heteropolycyclic compound |
| Description | This compound belongs to the class of organic compounds known as indolecarboxylic acids. These are compounds containing a carboxylic acid group linked to an indole. |
| External Descriptors | Not available |
Find and download the COA for your product by matching the lot number on the packaging.
| Lot Number | Certificate Type | Date | Item |
|---|---|---|---|
 E2326677 | Certificate of Analysis | Mar 11, 2026 | I168072 |
| E2326678 | Certificate of Analysis | Mar 11, 2026 | I168072 |
| E2326681 | Certificate of Analysis | Mar 11, 2026 | I168072 |
| E2326684 | Certificate of Analysis | Mar 11, 2026 | I168072 |
| E2326688 | Certificate of Analysis | Mar 11, 2026 | I168072 |
| E2326691 | Certificate of Analysis | Mar 11, 2026 | I168072 |
| E2326705 | Certificate of Analysis | Mar 11, 2026 | I168072 |
| E2326747 | Certificate of Analysis | Mar 11, 2026 | I168072 |
| I1906063 | Certificate of Analysis | Apr 09, 2025 | I168072 |
| Sensitivity | air sensitive |
|---|---|
| Melt Point(°C) | 56-57°C |
| Molecular Weight | 296.160 g/mol |
| XLogP3 | 4.000 |
| Hydrogen Bond Donor Count | 0 |
| Hydrogen Bond Acceptor Count | 2 |
| Rotatable Bond Count | 2 |
| Exact Mass | 295.021 Da |
| Monoisotopic Mass | 295.021 Da |
| Topological Polar Surface Area | 31.200 Ų |
| Heavy Atom Count | 17 |
| Formal Charge | 0 |
| Complexity | 300.000 |
| Isotope Atom Count | 0 |
| Defined Atom Stereocenter Count | 0 |
| Undefined Atom Stereocenter Count | 0 |
| Defined Bond Stereocenter Count | 0 |
| Undefined Bond Stereocenter Count | 0 |
| The total count of all stereochemical bonds | 0 |
| Covalently-Bonded Unit Count | 1 |
