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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 379017Generated: October 29, 2026

Methanamine, N-methoxy-, hydrochloride (1:1) → 5-Chloro-1H-indole-2-carboxylic acid [(2RS)-hydroxy-2-(methoxy-methyl-carbamoyl)-ethyl]-amide

https://huagongshe.com/reaction/379017

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanamine, N-methoxy-, hydrochloride (1:1)HCID 81138—
Reactant3-[(5-chloro-1H-indole-2-carbonyl)-amino]-(2RS)-hydroxy-propionic acidHCID 22593835—
Product5-Chloro-1H-indole-2-carboxylic acid [(2RS)-hydroxy-2-(methoxy-methyl-carbamoyl)-ethyl]-amideHCID 8658451069%

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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06297269B1
Source datasetuspto-grants-2001_10
ORD IDord-a8d8b825f2814fa58565001388837dcb
Source noteuspto-grants-2001_10