Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Oxalyl chloride | HCID 65578 | — |
| Reactant | HCID 59425917 | HCID 59425917 | — |
| Catalyst | Dimethylformamide | HCID 6228 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 59424944 | HCID 59424944 | 100.9% |
Reaction Steps
A suspension of 3-cyano-1-ethyl-1H-indole-6-carboxylic acid (0.42 g, 1.96 mmol) in CH2Cl2 (15 mL) is cooled to 0° C. The suspension is treated with DMF (2 drops) and then oxalyl chloride (0.34 mL, 3.92 mmol) is added via syringe during 2 minutes after which the ice bath is removed and the reaction mixture is allowed to warm to ambient temperature during 1.5 h during which time the reaction becomes a yellow solution. The solution is then concentrated in vacuo to afford 0.46 g (quantitative yield) of 3-cyano-1-ethyl-1H-indole-6-carbonyl chloride as a yellow solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07973069B2 |
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| Source dataset | uspto-grants-2011_07 |
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| ORD ID | ord-ba3889924457424786d5665f18043273 |
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| Source note | uspto-grants-2011_07 |
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