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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1587964Generated: October 31, 2026

Trifluoroacetic acid → N-[2-(4-Carbomethoxymethoxyphenyl)-1-methylethyl]-2-(2-chloro-thiazol-4-yl)morpholine

https://huagongshe.com/reaction/1587964

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acidHCID 6422—
ReactantTriethylsilaneHCID 12052—
ReactantPotassium BicarbonateHCID 516893—
Reactant2-Chloro-4-bromoacetyl-thiazoleHCID 14347762—
ReactantHCID 14347764HCID 14347764—
SolventAcetoneHCID 180—
ProductN-[2-(4-Carbomethoxymethoxyphenyl)-1-methylethyl]-2-(2-chloro-thiazol-4-yl)morpholineHCID 19974190—

Reaction Steps

Prepared by analogy to Example 32 by reaction of 5 g (0.0208 mol) of 2-chloro-4-bromoacetyl-thiazole with 5.6 g (0.021 mol) of N-(2-hydroxyethyl)-2-(4-carbomethoxymethoxyphenyl)-1-methylethylamine in 200 ml of acetone and 6.3 g (0.063 mol) of potassium hydrogen carbonate over 20 hours at room temperature. The reduction is carried out in 41 ml of trifluoroacetic acid using 3.5 g (0.029 mol) of triethylsilane for 24 hours. The crude product is purified on a silica gel column using methylene chloride/methanol=20:1 as eluant.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05219852
Source datasetuspto-grants-1993_06
ORD IDord-29c9f0ebf416415893027f85c0d2d95d
Source noteuspto-grants-1993_06