HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methanamine, N-methoxy-, hydrochloride (1:1) → 5-Chloro-1H-indole-2-carboxylic acid [(2RS)-hydroxy-2-(methoxy-methyl-carbamoyl)-ethyl]-amide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methanamine, N-methoxy-, hydrochloride (1:1) | HCID 81138 | — |
| Reactant | 3-[(5-chloro-1H-indole-2-carbonyl)-amino]-(2RS)-hydroxy-propionic acid | HCID 22593835 | — |
| Product | 5-Chloro-1H-indole-2-carboxylic acid [(2RS)-hydroxy-2-(methoxy-methyl-carbamoyl)-ethyl]-amide | HCID 86584510 | 69% |
Reaction Steps
N,O-Dimethylhydroxylamine hydrochloride (1.0 mmol) and 3-[(5-chloro-1H-indole-2-carbonyl)-amino]-(2RS)-hydroxy-propionic acid (0.95 mmol) were coupled according to Procedure A (0-25° C., washed with acid, then base) and the crude product triturated with ether giving a colorless solid: Yield 69%; HPLC (60/40) 3.18 minutes (96%); mp 192-192.5° C.; PBMS 326/328 (MH+, 100%);
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06297269B1 |
| Source dataset | uspto-grants-2001_10 |
| ORD ID | ord-a8d8b825f2814fa58565001388837dcb |
| Source note | uspto-grants-2001_10 |