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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 564970Generated: October 26, 2026

Sodium Hydroxide → methyl 1-(3-tert-butoxycarbonylaminopropyl)-1H-indole-2-carboxylate

https://huagongshe.com/reaction/564970

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium HydroxideHCID 14798—
ReactantMethyl 1H-indole-2-carboxylateHCID 70992—
Reactanttert-butyl N-(3-iodopropyl)carbamateHCID 11231463—
SolventDimethylformamideHCID 6228—
Productmethyl 1-(3-tert-butoxycarbonylaminopropyl)-1H-indole-2-carboxylateHCID 1083041127%

Reaction Steps

The reaction was carried out in a manner similar to Reference Example 5 except for using 5.00 g (28.5 mmol) of methyl 2-indolecarboxylate, 1.26 g (31.4 mmol) of 60% sodium hydroxide, 12.3 g (43.2 mmol) of tert-butyl N-(3-iodopropyl)carbamate (prepared from 3-iodopropyl-amine and di-tert-butyl dicarbonate) and 60 ml of dimethylformamide. Thus, 2.54 g (27%) of methyl 1-(3-tert-butoxycarbonylaminopropyl)-2-indolecarboxylate was obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06169107A
Source datasetuspto-grants-2001_01
ORD IDord-0897eb3eed3143c18f23b3bf0bddb633
Source noteuspto-grants-2001_01