Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1266762Generated: October 27, 2026

Dimethylamine → 3-[3-(5-Dimethylaminomethyl-[1,2,3] triazol-1-yl)-phenyl]-3-oxo-propionic acid tert.-butyl ester

https://huagongshe.com/reaction/1266762

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylamineHCID 674—
ReactantThionyl ChlorideHCID 24386—
ReactantMethyl 3-azidobenzoateHCID 11240787—
Reactant3-(5-Dimethylaminomethyl-[1,2,3]triazol-1-yl)-benzoic acid methyl esterHCID 69688730—
ReactantLithium Tert-butyl AcetateHCID 86586795—
SolventTetrahydrofuranHCID 8028—
Product3-[3-(5-Dimethylaminomethyl-[1,2,3] triazol-1-yl)-phenyl]-3-oxo-propionic acid tert.-butyl esterHCID 69687667—

Reaction Steps

The title compound was prepared from 3-(5-dimethylaminomethyl-[1,2,3]triazol-1-yl)-benzoic acid methyl ester [prepared from methyl 3-azidobenzoate following the synthetic steps i.) to iii.) as described in the preparation of Example K5 and reacting the obtained product with SOCl2 in THF at 0 to 23° C. for 1 h, followed by addition of dimethylamine (7.9 M in H2O) and stirring at 23 to 70° C. for 1 h.] (2.14 g, 8.22 mmol) by treatment with lithium tert.-butyl acetate according to general procedure K (method b). Obtained as a yellow oil (2.90 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06548495B2
Source datasetuspto-grants-2003_04
ORD IDord-c8116d59e87d48b1821cdc84b92c99b2
Source noteuspto-grants-2003_04