HuagongsheHuagongshe Chemistry Print Report · For research reference only
Benzoyl chloride → N-Hydroxy-6-[(2-indolyl)carbonyl]hexanamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Benzoyl chloride | HCID 7412 | — |
| Reactant | Hydroxyamine hydrochloride | HCID 443297 | — |
| Reactant | Ethyl 7-iodoheptanoate | HCID 10660673 | — |
| Reactant | Ethyl 6-iodohexanoate | HCID 10880140 | — |
| Reactant | 1H-indole-2-carbonyl Chloride | HCID 11816208 | — |
| Solvent | Triethylamine | HCID 8471 | — |
| Product | N-Hydroxy-6-[(2-indolyl)carbonyl]hexanamide | HCID 58982196 | 35% |
Reaction Steps
Following the procedure described in Example 1, step 4, but substituting indole-2-carboxylic acid for 5, followed by Example 18, step 1, 2, 3, but substituting respectively ethyl-6-iodohexanoate for ethyl-7-iodoheptanoate and indole-2-carbonyl chloride for benzoyl chloride, and then the resulting carboxylic acid was substituted for 37 in Example 14, step 3, using 1.1 equivalent of NH2OH.HCl and triethylamine each, to afford the title compound 112 in 35% yield. 1H NMR: (300 MHz, CDCl3) δ 7.62 (m, 2H), 7.20-7.00 (m, 3H), 2.82 (m, 2H), 2.00 (m, 2H), 1.62 (m, 2H), 1.22 (m, 4H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07288567B2 |
| Source dataset | uspto-grants-2007_10 |
| ORD ID | ord-d3c2f720861448d89d3049242a21cf91 |
| Source note | uspto-grants-2007_10 |