HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dichloromethane → HCID 59426170, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dichloromethane | HCID 6344 | — |
| Reactant | Ammonium Hydroxide | HCID 14923 | — |
| Reactant | Oxalyl chloride | HCID 65578 | — |
| Reactant | HCID 53415958 | HCID 53415958 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 59426170 | HCID 59426170 | 54% |
Reaction Steps
1-Ethyl-6-methoxy-1H-indole-3-carboxylic acid (250 mg, 1.14 mmol) was suspended in a solution of CH2Cl2 (12.5 mL) and DMF (10 μL). Oxalyl chloride (230 μL, 2.64 mmol) was added, and the reaction mixture was stirred for 1 hour at room temperature. This mixture was then slowly poured into a rapidly stirring solution of concentrated NH4OH (5 mL). This was then partitioned in H2O and EtOAc. The residue from the ethyl acetate layer was triturated with acetone to yield 1-ethyl-6-methoxy-1H-indole-3-carboxamide (134 mg, 54%) as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08013006B2 |
| Source dataset | uspto-grants-2011_09 |
| ORD ID | ord-0c7c13edd8a44a6ca2badb8c1c1b02ed |
| Source note | uspto-grants-2011_09 |