N,N-Diethyl-1H-indole-1-carboxamide
N,N-Diethyl-1H-indole-1-carboxamide (CAS 119668-50-7; C13H16N2O; molar mass 216.28 g/mol) is an N-functionalised indole building block supplied by Tech Serve Solutions. The diethylcarboxamide group on the indole nitrogen acts as a directing and protecting group, making this reagent a useful substrate for the synthesis of substituted indoles via directed ortho-metalation and Suzuki-Miyaura cross-coupling. It is offered as a research-grade liquid for chemical synthesis and medicinal-chemistry programmes.
- IUPAC
- Indole-1-carboxylic acid diethylamide
- Synonyms
- N,N-Diethyl-1H-indole-1-carboxamideIndole-1-carboxylic acid diethylamide1H-Indole-1-carboxamide, N,N-diethyl-N,N-diethylindole-1-carboxamideCAS 119668-50-7
Directed ortho-metalation substrate
The N,N-diethylcarboxamide acts as a directing metalation group, enabling regioselective lithiation at the adjacent indole C-2 position. This provides controlled access to 2-substituted indole intermediates.
Suzuki-Miyaura cross-coupling partner
Following metalation and borylation, the scaffold serves as a reactant in Suzuki-Miyaura cross-coupling for the preparation of substituted indoles, supporting carbon-carbon bond formation in heterocyclic synthesis.
Heterocyclic building block
As an indole-based building block, it is used in the construction of more elaborate nitrogen heterocycles and functionalised indole frameworks in discovery and process chemistry.
Medicinal-chemistry intermediate
The indole core is a privileged motif in pharmaceutical research, and this carboxamide-protected derivative is suited to library synthesis and structure-activity exploration where selective ring functionalisation is required.
| Molecular weight | 216.28 |
|---|---|
| Empirical formula | C13H16N2O |
| Assay | 97% |
| Boiling point | 140-147 °C/0.8 mmHg |
| Density | 1.089 g/mL at 25 °C |
| Refractive index | n20/D 1.575 |
| Application | • reactant in preparation of substituted indoles via ortho-metalation and Suzuki-Miyaura cross coupling1 |
Hazard statements
- H302Harmful if swallowed
- H315Causes skin irritation
- H319Causes serious eye irritation
- H335May cause respiratory irritation
Precautionary statements
- P261Avoid breathing dust, fume, gas or vapours
- P305IF IN EYES
| Protective equipment | Eyeshields, Faceshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter |
|---|---|
| Flash point | >110 °C / >230 °F |
| Water hazard class (WGK, DE) | 3 |
| Hazard codes (EU) | Xn |
| Risk statements (R) | 22-36/37/38 |
| Safety statements (S) | 26-36 |
Hazard information is provided for guidance. Always consult the product Safety Data Sheet (SDS), available on request, before handling.
Documentation
Every batch ships with a Certificate of Analysis covering assay, identity and purity; the grade is confirmed against your enquiry. Safety Data Sheets and technical data sheets are available on request.
Supply & logistics
Samples for technical evaluation; bulk MOQ by grade and packaging. In-stock material ships in 7–10 working days, worldwide, with full export documentation.
What is N,N-Diethyl-1H-indole-1-carboxamide used for?
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It is used principally as a reactant in the preparation of substituted indoles via directed ortho-metalation and Suzuki-Miyaura cross-coupling. The N,N-diethylcarboxamide group directs regioselective functionalisation of the indole ring, making it a versatile heterocyclic building block for chemical synthesis and medicinal-chemistry research.
What is the CAS number and molecular formula of N,N-Diethyl-1H-indole-1-carboxamide?
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The CAS number is 119668-50-7 and the molecular formula is C13H16N2O, with a molecular weight of 216.28 g/mol. Its MDL number is MFCD08276851 and it is also known as indole-1-carboxylic acid diethylamide.
What grade and purity does Tech Serve Solutions supply?
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Tech Serve Solutions supplies this material at a typical assay of 97%, as a research/technical-grade reagent for synthesis. We do not represent it as USP, BP or EP pharmacopoeial grade. A certificate of analysis can be provided with each batch, and tighter specifications may be discussed on request.
What are the safety and handling requirements?
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This product carries GHS pictogram GHS07 and the signal word Warning, with hazard statements H302 (harmful if swallowed), H315 (causes skin irritation), H319 (causes serious eye irritation) and H335 (may cause respiratory irritation). Handle with eye and face protection, suitable gloves and adequate ventilation or respiratory protection. It is rated WGK 3 (highly hazardous to water), so prevent release to the environment. Always consult the Safety Data Sheet before use.
How is N,N-Diethyl-1H-indole-1-carboxamide packed, shipped and exported?
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It is supplied as a liquid in appropriately sized, tightly sealed containers with full labelling and documentation, including a certificate of analysis and Safety Data Sheet. Tech Serve Solutions exports worldwide and arranges packaging and shipping in accordance with applicable transport and customs regulations for the destination country.
How do I request a sample or quote?
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Contact Tech Serve Solutions with your required quantity, specification and delivery destination, and our team will respond with availability, lead time and a formal quotation. Sample requests for evaluation can also be accommodated where stock permits.
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